[ CAS No. 1435-51-4 ] {[proInfo.proName]}

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2D 3D

Structure of 1435-51-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1435-51-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1435-51-4 ]

SDS Specification

Alternatived Products of [ 1435-51-4 ]

Product Details of [ 1435-51-4 ]

CAS No. :	1435-51-4	MDL No. :	MFCD00061119
Formula :	C₆H₃Br₂F	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	ASWYHZXKFSLNLN-UHFFFAOYSA-N
M.W :	253.89	Pubchem ID :	137003
Synonyms :

Calculated chemistry of [ 1435-51-4 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	41.8
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.07 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.42
Log Po/w (XLOGP3) :	3.92
Log Po/w (WLOGP) :	3.77
Log Po/w (MLOGP) :	4.22
Log Po/w (SILICOS-IT) :	3.64
Consensus Log Po/w :	3.59

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.38
Solubility :	0.0107 mg/ml ; 0.000042 mol/l
Class :	Moderately soluble
Log S (Ali) :	-3.62
Solubility :	0.061 mg/ml ; 0.00024 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.38
Solubility :	0.0105 mg/ml ; 0.0000412 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.53

Safety of [ 1435-51-4 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1435-51-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 1435-51-4 ]
Downstream synthetic route of [ 1435-51-4 ]

[ 1435-51-4 ] Synthesis Path-Upstream 1~1

1
[ 1435-51-4 ]
[ 188347-49-1 ]

Reference： [1] Synthesis, 1997, # 12, p. 1411 - 1414
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 299 - 302

[ 1435-51-4 ] Synthesis Path-Downstream 1~4

1
[ 1435-51-4 ]
[ 124-41-4 ]
[ 74137-36-3 ]

Yield	Reaction Conditions	Operation in experiment
95%	In N,N-dimethyl-formamide; at 20℃;	To a 500 mL round bottom flask was added 3,5-dibromofluorobenzene (8) (20.0 g, 0.08 mol, 1 eq.) And anhydrous DMF (350 mL). To a round bottom flask was slowly added sodium methoxide (5.2 g , 0.09 mol, 1.2 eq.), Stir at room temperature overnight, Then add 5percent HCl to neutralize, Stop the reaction. CH2Cl2 extraction (50 mL x 3), The organic phase was washed with distilled water (50 mL x 3) The organic phase was dried over anhydrous magnesium sulfate, The magnesium sulfate was removed by filtration, The solvent was removed by flash evaporation to give a pale yellow solid, Silica gel column chromatography (eluent: petroleum ether), A white solid was obtained 30 g, Yield 95percent.
	In methanol; DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 1h;	Sodium methoxide (8. [80MI] of a 4.5M solution in methanol, 39. [6MMOL)] was added dropwise to a stirred solution of 3, [5-DIBROMOFLUOROBENZENE (5. 00G, 19. 0MMOL)] in [N, N-DIMETHYLFORMAMIDE (95MI)] at [0°C] under nitrogen. The reaction was allowed to warm to room temperature, stirred for 1 hour and then concentrated under reduced pressure. The residue was dissolved in ether [(500MOI)] and the resulting solution was washed with water (3x300ml) and brine [(300MI),] dried over magnesium sulphate, filtered and concentrated under reduced pressure to provide the title compound (5.13g) as a white solid.
	In N,N-dimethyl-formamide; at 20℃;	step 1-A solution of 50a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 50b.

	In N,N-dimethyl-formamide; at 20℃;	A solution of 20a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 20b.
	In N,N-dimethyl-formamide; at 20℃;	A solution of R-27a (CAS Reg. No. 1435-51-4), MeONa (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford R-27b.
	In N,N-dimethyl-formamide; at 20℃;	step 1-A solution of 1,3-dibromo-5-fluoro-benzene (CASRN 1435-514), MeONa (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 1,3-dibromo-5-methoxy-benzene.
	In N,N-dimethyl-formamide; at 20℃;	A solution of 1,3-dibromo-5-fluoro-benzene (CASRN 1435-51-4), MeONa (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 1,3-dibromo-5-methoxy-benzene.
	In N,N-dimethyl-formamide; at 20℃;	step 1-A solution of R-27a (CASRN 1435-51-4), MeONa (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford R-27b.
	In methanol; DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 1h;	Sodium methoxide (8. 80ml of a 4.5M solution in methanol, 39. 6mmol) was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene [(5.] [00G,] [19.] 0mmol) [(ALDRICH)] in N,N-dimethylformamide (95ml) at [0C] under nitrogen. The reaction was allowed to warm to room temperature, stirred for 1 hour and then concentrated under reduced pressure. The residue was dissolved in ether (500ml) and the resulting solution was washed with water [(3X300ML)] and brine (300ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to provide the title compound (5.13g) as a white solid. [H-NMR (300MHZ, CDCI3) ]: 8 = 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, 1H). LRMS (thermospray): [M/Z] [[MH+]] 266. Microanalysis : Found: C, 31.56 ; H, 2.29. [C7H60BR2] requires C, 31.62 ; H, 2.27percent.
	In methanol; DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 1h;	Preparation 2 1 3-Dibromo-5-methoxybenzene Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL)] in N, N-dimethylformamide (95 ml) at [0°C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] [ML)] and brine (300 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g).[H-NMR] [(300MHZ,] CDC13) : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: m/z TS+ 266 [[M+H] +.]
	In DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 1h;	Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL)] in [N, N-DIMETHYLFORMAMIDE] (95 ml) at [0°C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] [ML)] and brine (300 [ML),] dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g). 'H-NMR [(300MHZ,] CDC13) : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: m/z TS+ 266 [[M+H] +.]
	In methanol; N,N-dimethyl-formamide; at 0 - 20℃; for 1h;	Sodium methoxide (8.80 ml of a 4.5M solution in methanol, 39.6 mmol) was added dropwise to a stirred solution of 3,5-dibromofluorobenzene (5.00 g, 19.0 mmol) in N,N-dimethylformamide (95 ml) at 0° C. under nitrogen. The reaction was allowed to warm to room temperature, stirred for 1 hour and then concentrated under reduced pressure. The residue was dissolved in ether (500 ml) and the resulting solution was washed with water (3.x.300 ml) and brine (300 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to provide the title compound (5.13 g) as a white solid. 1H-NMR (300 MHz, CDCl3): delta=3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, 1H). LRMS (thermospray): m/z [MH+] 266. Microanalysis: Found: C, 31.56; H, 2.29. C7H6OBr2 requires C, 31.62; H, 2.27percent.
	In DMF (N,N-dimethyl-formamide); at 20℃;	step 1-A solution of 57a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 57b.
	In N,N-dimethyl-formamide; at 20℃;	Preparation of 3-cyano-5-difluoromethyl-phenol step 8-; A solution of 10a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5percent NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 10b.

Reference： [1]Patent: CN103819479,2017,B .Location in patent: Paragraph 0034; 0046; 0047
[2]Patent: WO2004/31156,2004,A1 .Location in patent: Page 28
[3]Patent: US2007/78128,2007,A1 .Location in patent: Page/Page column 22
[4]Patent: US2007/88015,2007,A1 .Location in patent: Page/Page column 24
[5]Patent: US2008/45511,2008,A1 .Location in patent: Page/Page column 22
[6]Patent: US2008/293664,2008,A1 .Location in patent: Page/Page column 15-16
[7]Patent: US2008/249151,2008,A1 .Location in patent: Page/Page column 20
[8]Patent: US2009/170856,2009,A1 .Location in patent: Page/Page column 24
[9]Patent: WO2004/24147,2004,A1 .Location in patent: Page/Page column 18
[10]Patent: WO2004/31178,2004,A1 .Location in patent: Page 25
[11]Patent: WO2004/29051,2004,A1 .Location in patent: Page 38
[12]Patent: US2005/54707,2005,A1 .Location in patent: Page/Page column 11
[13]Patent: US2006/25462,2006,A1 .Location in patent: Page/Page column 21-22
[14]Patent: US2006/223874,2006,A1 .Location in patent: Page/Page column 6; 11

2
[ 1435-51-4 ]
[ 74137-36-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; In methanol; DMF (N,N-dimethyl-formamide); at 0 - 20℃; for 1h;	Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL,] Aldrich) in [N, N-DIMETHYLFORMAMIDE] (95 [ML)] at [0°C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] ml) and brine (300 [ML),] dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g). [APOS;H-NMR (300MHZ, CDC13)] : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: [M/Z TS+] 266 [[M+H] +]
	With sodium methylate; In methanol; N,N-dimethyl-formamide;	Preparation 37 1,3-Dibromo-5-methoxybenzene Sodium methoxide (8.80 ml of a 4.5M solution in methanol, 41.0 mmol) was added dropwise to a stirred solution of 3,5-dibromofluorobenzene (5.00 g, 19.0 mmol) in N,N-dimethylformamide (95 ml) at 0° C. under nitrogen. The reaction was allowed to warm to room temperature, stirred for 1 hour and then concentrated under reduced pressure. The residue was dissolved in ether and the resulting solution was washed with water (3*300 ml) and brine (300 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to provide the title compound (5.13 g) as a white solid. 1H-NMR (300 MHz, CDCl3): delta=3.79 (S, 3H), 7.00 (s, 2H), 7.26 (s, 1H).

Reference： [1]Patent: WO2004/29042,2004,A1 .Location in patent: Page 24
[2]Patent: US2003/100554,2003,A1

3
[ 1065010-87-8 ]
[ 1435-51-4 ]
[ 1311265-74-3 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In water; toluene; at 90.0℃; for 18.0h;Inert atmosphere;	Example 78 2'-amino-6-(3-cyclopropyl-5-fluorophenyl)-r,2,2-trimethylspiro[chroman-4,4'-imidazol]-5(l'H)-oneStep A: A mixture of l ,3-dibromo-5-fluorobenzene (248 mu, 1.97 mmol), potassiumcyclopropyltrifluoroborate (321 mg, 2.17 mmol), K2CO3 (816.5 mg, 5.91 mmol), PdCl2(dppf)dcm (32 mg, 0.039 mmol), and toluene/water (3: 1, 8 mL) was sparged with N2 for 5 minutes. The mixture was stirred at 90C for 18 hours and allowed to cool to room temperature. The reaction mixture was then diluted with EtOAc (50 mL) and washed with brine (3 X 20 mL). The organic layer was separated, dried (MgS04), filtered and concentrated in vacuo. A portion of the crude product obtained was purified by preparative TLC eluting with hexane to provide l-bromo-3-cyclopropyl-5-fluorobenzene as a liquid.

Reference： [1]Patent: WO2011/72064,2011,A1 .Location in patent: Page/Page column 92

4
[ 1435-51-4 ]
[ 1214342-44-5 ]

Reference： [1]Patent: WO2016/177655,2016,A1

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Preparation of Alkylbenzene ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

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P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 1435-51-4 ] {[proInfo.proName]}

Quality Control of [ 1435-51-4 ]

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Product Details of [ 1435-51-4 ]

Calculated chemistry of [ 1435-51-4 ] Expand+

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1435-51-4 ]

Application In Synthesis of [ 1435-51-4 ]

[ 1435-51-4 ] Synthesis Path-Upstream 1~1

[ 1435-51-4 ] Synthesis Path-Downstream 1~4

Technical Information

Related Functional Groups of [ 1435-51-4 ]

Fluorinated Building Blocks

Aryls

Bromides

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Storage

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[ 1435-51-4 ]