成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart 0 Sign in  

[ CAS No. 13958-93-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 13958-93-5
Chemical Structure| 13958-93-5
Structure of 13958-93-5 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 13958-93-5 ]

Related Doc. of [ 13958-93-5 ]

Alternatived Products of [ 13958-93-5 ]
Product Citations

Product Details of [ 13958-93-5 ]

CAS No. :13958-93-5 MDL No. :MFCD01861975
Formula : C6H3Cl2NO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :BUQPTOSHKHYHHB-UHFFFAOYSA-N
M.W : 192.00 Pubchem ID :605763
Synonyms :

Calculated chemistry of [ 13958-93-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.22
TPSA : 50.19 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.09
Log Po/w (XLOGP3) : 1.63
Log Po/w (WLOGP) : 2.09
Log Po/w (MLOGP) : 0.09
Log Po/w (SILICOS-IT) : 2.04
Consensus Log Po/w : 1.39

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.39
Solubility : 0.773 mg/ml ; 0.00403 mol/l
Class : Soluble
Log S (Ali) : -2.3
Solubility : 0.97 mg/ml ; 0.00505 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.63
Solubility : 0.446 mg/ml ; 0.00232 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.41

Safety of [ 13958-93-5 ]

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

Application In Synthesis of [ 13958-93-5 ]

* 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.

  • Downstream synthetic route of [ 13958-93-5 ]

[ 13958-93-5 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 55-22-1 ]
  • [ 13958-93-5 ]
  • [ 88912-27-0 ]
  • 2
  • [ 13958-93-5 ]
  • [ 2457-47-8 ]
  • 3
  • [ 42935-09-1 ]
  • [ 13958-93-5 ]
  • 4
  • [ 13220-33-2 ]
  • [ 13958-93-5 ]
  • Sodium; 3-chloro-5-(1-methyl-pyrrolidin-3-yloxy)-isonicotinate [ No CAS ]
  • 5
  • [ 124-38-9 ]
  • [ 2457-47-8 ]
  • [ 13958-93-5 ]
YieldReaction ConditionsOperation in experiment
41% With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20℃; for 2h; Intermediate 1 3.5-Dichloropyridine-4-carboxylic acid A solution of 3,5-dichloropyridine (5.00 g, 33.8 mmol) in THF (25 ml) was added to a solution of LDA [generated from NBuLi (2.5M solution hexanes, 14.9 ml, 37.2 mmol) and diisopropylamine (4.10 g, 5.7 ml, 40.6 mmol)] in THF (25 ml) at -78 then CO2 gas was bubbled through to give a clear brown solution that slowly gave a precipitate, warmed to room temperature over 2 h, then quenched with water (20 ml) and partitioned between diethylether (100 ml) and 1M NaOH (100 ml).. The aqueous layer was separated and acidified to PH1 with concentrated hydrochloric acid and then extracted with 10% MeOH in DCM (100 ml*3).. The combined organic layers were dried (MgSO4) and the solvent removed in vacuo to give a brown solid that was recrystallized from ethanol and dried under vacuum to give the title compound as pinkish crystals (2.63 g, 41%): deltaH (DMSO d6) 8.72 (2H, s).
41% A solution of 3, [5-DICHLOROPYRIDINE] (5. [00G,] 33. [8MMOL)] in THF [(25ML)] was added to a solution of LDA [generated from nBuLi (2.5M solution in hexanes, 14. [9MI,] 37. [2MMOL)] and diisopropylamine (4. 10g, 5. [7MOI,] 40. 6mmol)] in THF [(25MOI)] [AT-78 . ? UNDER] nitrogen, to give a yellow/brown slurry. The reaction was stirred for 30min [AT-78XB0;] then C02 gas was bubbled through to give a clear brown solution that slowly gave a precipitate, warmed to room temperature over 2h, then quenched with water [(20MI)] and partitioned between [ET2O] [(100MOI)] and [1 M NAOH] [(100ML).] The aqueous layer was separated and acidified to pH 1 with concentrated hydrochloric acid and then extracted with 10% [MEOH] in DCM [(100MIX3).] The combined organic layers were dried [(MGS04)] and the solvent removed under vacuum to give a brown solid that was [RECRYSTALLISED] from ethanol and dried under vacuum to give the title compound as pinkish crystals (2.63g, [41%). 8H] (DMSO-d6) 8.74 (2H, s).
41% A solution of 3, [5-DICHLOROPYRIDINE (5. 00G,] 33. [8MMOL)] in THF [(25ML)] was added to a solution of LDA [generated from nBuLi (2.5M solution in hexanes, 14. [9MOI,] 37. [2MMOL)] and diisopropylamine (4. [1 OU,] 5. [7MI,] 40. 6mmol)] in THF [(25ML)] at- [78-UNDER] nitrogen, to give a [YELLOW/BROWN SLURRY.] The reaction was stirred for 30min [AT-78G] then COs gas was bubbled through to give a clear brown solution that slowly gave a precipitate, warmed to RT over 2h, then quenched with water [(20MI)] and partitioned between [ET20] [(100ML)] and [1 M NAOH] [(100MI).] The aqueous layer was separated and acidified to pH 1 with concentrated hydrochloric acid and then extracted with 10% [MEOH] in DCM [(1 00MIX3).] The combined organic layers were dried [(MGS04)] and the solvent removed under vacuum to give a brown solid that was recrystallised from ethanol and dried under vacuum to give the title compound as pinkish crystals (2.63g, [41%). 5H] (DMSO-d6) 8.74 (2H, s). 8C (DMSO-d6) 163.5, 147.7, 141.0, 126.7.
To a solution of the commercially available 3,5-dichloropyridine (10 g, 0.067mol) in THE (20 mL) was added LDA (60 mL, 0.074 mol), the reaction was stirred at 780C for 1 hour. Then dry ice (5.9 g, 0.134 mol) was added to the solution. After 0.5 h, the mixture was quenched by adding water and adjusted the pH to 3-4. The solution was partitioned with EA and water. The combined organic layers were washed with brine, dried over anhydrous Na2504 andconcentrated to give the crude product KR-i (7 g, 55% yield) as a pale white solid. ESI-MS (Mi-i): 192 calc. for C6H3C12N02: 190.95.

  • 6
  • [ 55-22-1 ]
  • [ 7719-09-7 ]
  • [ 13958-93-5 ]
  • [ 88912-27-0 ]
  • 7
  • [ 13958-93-5 ]
  • [ 126252-50-4 ]
  • 3,5-dichloro-<i>N</i>-(4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-<i>hi</i>]indol-3-yl)-isonicotinamide [ No CAS ]
  • 8
  • [ 13958-93-5 ]
  • [ 179024-54-5 ]
  • 3,5-dichloro-<i>N</i>-(9-methyl-4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-<i>hi</i>]indol-3-yl)-isonicotinamide [ No CAS ]
  • 9
  • [ 13958-93-5 ]
  • [ 197895-08-2 ]
  • (3R)-N-(9-Amino-4-oxo-1-phenyl-3,4,6,7-tetrahydro [1,4]diazepino[6,7,1-hi]indol-3yl-)-3,5-dichloroisonicotinamide [ No CAS ]
  • 10
  • [ 13958-93-5 ]
  • [ 229328-97-6 ]
YieldReaction ConditionsOperation in experiment
92% With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 110℃; for 3h;Heating / reflux; Intermediate 1 (150 g) was suspended in toluene (450 mL) containing dimethyl formamide (1.5 mL). As this mixture was boiled under reflux, thionyl chloride (132.8 g) was charged to it over 1 h. The reaction was complete after a further 2.0 h at [110C.] The solvent was removed at atmospheric pressure and then the residue was vacuum distilled, giving the title compound fraction as a water white oil that partially crystallised on standing (151. 3g, 92.0% yield, b. p [70-72C/1.] 0 mmHg). AH (CDCI3) : 8.64 (2H, s). [ESI+] [(MILZ+1)] 209.9
With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 3h;Heating / reflux; The Compound 1 h (1.50 g, 7.81 mmol) was placed in a round-bottom flask equipped with a stirrer and reflux condenser. DCM (20 mL) containing 2 drops of DMF was added as one portion followed by thionyl chloride (0.85 mL, 11.7 mmol). The reaction mixture was refluxed for 3 h resulting in a clear solution. The solution was evaporated under vacuum to yield a yellow oil, Compound 1i, which was used in the next step without purification.
With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; Step C 3,5-Dichloropyridine-4-carboxylic acid chloride 3,5-Dichloropyridine-4-carboxylic acid (0.5 g, 2.6 mmol; Reference Example 1) was dissolved in CH2Cl2 (1.75 mL) and DMF (50 muL). Thionyl chloride (0.21 mL, 2.86 mL) was added and the reaction mixture was heated at 50 C. for 20 h. The residue was concentrated in vacuo. The formation of the acid chloride was observed by TLC (50% EtOAc/hexane) and the crude <strong>[13958-93-5]3,5-dichloropyridine-4-carboxylic acid</strong> chloride was used in Step E without further purification.
With thionyl chloride; In N-methyl-acetamide; 1,2-dichloro-ethane; Thus obtained <strong>[13958-93-5]3,5-dichloropyridine-4-carboxylic acid</strong> (384 mg, 2 mmol) was dispersed in 1,2-dichloroethane(30 mL) to prepare a slurry, added with thionyl chloride (0.44 mL, 5 mmol), further added with dimethylformamide (0.3 mL), and the mixture was refluxed under heating for 1 hour. The solvent was evaporated under reduced pressure to thereby obtain a crude product of 3,5-dichloropyridine-4-carbonylchloride.
With thionyl chloride; In DMF (N,N-dimethyl-formamide); dichloromethane; for 4h;Heating / reflux; Intermediate 2 (S)-Ethyl-3-[4-(3.5-dichloropyrid-4-ylcarboxamido)phenyl]-2-(t-butoxycarbonylamino)propionate A slurry of Intermediate 1 (51.2 g, 0.267 mol) in DCM (195 ml) and thionyl chloride (195 ml, 2.67 mol) was treated with DMF (5 drops) and heated to reflux for 4 h.. The reaction was concentrated in vacuo and azeotroped with toluene (2*50ml) to give the acid chloride derivative of intermediate 1 as a yellow solid which was used without further purification.
With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 4h;Heating / reflux; A slurry of the compound of Intermediate 1 (51.2g, 0. 267mol) in DCM [(195MUT)] and thionyl chloride [(195MOI,] 2. [67MOL)] was treated with DMF (5 drops) and heated to reflux for 4h. The reaction was concentrated in vacuo and azeotroped with toluene [(2X50M1)] to give a yellow solid which was used without further purification. A solution of [ETHYL- (S)-3- (4-] aminophenyl)-2- (t-butoxycarbonylamino) propanoate (130.8g, 0. [425MOL)] in [DCM (800ML) WAS COOLED TO 0XB0; AND TREATED WITH NMM 0.51MOL),] stirred for 5 minutes and then a solution of the acid chloride (98.3g, 0. [468MOL)] in DCM [(200ML)] was added dropwise keeping the reaction temperature [BELOW 5XB0;.] The reaction was stirred for 1h, quenched with NaHCO3 solution [(500ML),] the organic layer separated, washed with NaHCO3 [SOLUTION (500ML),] 10% citric acid solution [(500MOI)] and [NAHCO3] [SOLUTION (500M1),] dried [(MGS04)] and concentrated in vacuo to give a yellow solid which was [RECRYSTALLISED] (EtOAc/hexane) to give the title compound, (140g, [69%).] [8H] (DMSO d6), 8.8 (2H, s), 7.55 (2H, d, J 8.5Hz), 7.23 (2H, d, J 8.5Hz), 4.0 (3H, m), 3.4 (2H, b s), 2.9 (1H, m), 2.8 [(1 H,] m), 1.3 (9H, s), 1.25 (3H, t); m/z (ES+, 70V) 504 (MNa+).
With thionyl chloride;N,N-dimethyl-formamide; In dichloromethane; for 3h;Heating / reflux; Preparation of the 3,5-dichloro-isonicotinoyl chloride, The acid (1.50 g, 7.81 mmol) was placed in the round-bottom flask equipped with stirrer and reflux condenser, DCM (20 ml_) containg 2 drops of DMF was added as one portion followed by thionyl chloride (1.40 g, 0.85 ml, 1.5 eq.). The reaction mixture was refluxed for 3 hr resulting clear solution. The solution was evaporated in vacuum providing yellow oil, which was used in the next step without purification.
With thionyl chloride; for 7h;Reflux; Reference Production Example 11 A mixture of 1 g of <strong>[13958-93-5]3,5-dichloroisonicotinic acid</strong> and 5 ml of thionyl chloride was heated to reflux for seven hours. Then, the mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was dissolved in 3 ml of DMF, which was added dropwise to a mixture of 2-amino-4-trifluoromethylphenol, 5 ml of DMF and 1.05 g of triethylamine at 0C. The reaction mixture was stirred at room temperature for two hours, and then water was added thereto, followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diethyl ether to give 0.75 g of 3,5-dichloro-N-(2-hydroxy-5-trifluoromethylphenyl)isonicotinamide. [Show Image] 1H-NMR (CDCl3+DMSO-d6) delta: 9.03 (br s, 1H), 8.59 (s, 2H), 8.45 (d, J=2.0 Hz, 1H), 7.30 (dd, J=8.5, 2.2 Hz, 1H), 7.04 (d, J=8.5 Hz, 1H)
With thionyl chloride; for 7h;Reflux; Reference Production Example 11A mixture of 1 g of <strong>[13958-93-5]3,5-dichloroisonicotinic acid</strong> and 5 ml of thionyl chloride was heated to reflux for seven hours. Then, the mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was dissolved in 3 ml of DMF, which was added dropwise to a mixture of 2-amino-4-trifluoromethylphenol, 5 ml of DMF and 1.05 g of triethylamine at 0 C. The reaction mixture was stirred at room temperature for two hours, and then water was added thereto, followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diethyl ether to give 0.75 g of 3,5-dichloro-N-(2-hydroxy-5-trifluoromethylphenyl)isonicotinamide.1H-NMR (CDCl3+DMSO-d6) delta: 9.03 (br s, 1H), 8.59 (s, 2H), 8.45 (d, J=2.0 Hz, 1H), 7.30 (dd, J=8.5, 2.2 Hz, 1H), 7.04 (d, J=8.5 Hz, 1H)
With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 40℃; for 2.5h; To a suspension of <strong>[13958-93-5]3,5-dichloroisonicotinic acid</strong> (52 mmol) in 250 mL DCM and 5 mL DMF were added 1 1.4 mL thionylchloride. The mixture was heated to 40C for 2.5 h, cooled to RT before 100 mL EtOH were added. The solution was stirred at RT for 10 min and then concentrated in vacuo. The crude mixture was taken up in EtOAc and quenched with sat. aq. NaHC03 solution under ice cooling. The aqueous layer was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over MgS04 and concentrated in vacuo. Purification by CC using Hept/EtOAc (95/5 to 85/15) gives the desired product as colorless oil;
With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; for 3h;Reflux; To a solution of KR-i (1.50 g, 7.85 mmol) in DCM (20 mL), containing two drops of DMF, was added thionyl chloride (1 .40 g, 0.85 mL, 1 .5 eq). The reaction was refluxed for 3 hours resulting a clear solution. The solution was evaporated in vaccum providing the crude product KR-4 (1 .35 g, 82.3% yield) as a yellow oil. ESI-MS (Mi-i): 210 calc. for C6H2CI3NO: 208.9.
With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 3h; i) To a suspension of <strong>[13958-93-5]3,5-dichloroisonicotinic acid</strong> (MANCHESTER, 50 g, 260.42 mmol) inDCM (500 ml) was added oxalyl chloride (ALDRICH, 24.24 ml, 286.462 mmol) and 30 dropsof N,N-Dimethylformamide (DMF).The reaction mixture was stirred at rt for 3h. UPLC with NHMe2 in CH3CN showed reaction was completed.The solvent was evaporated in vacuo to yield the desired product as a greenish solid (3,5-dichloropyridine-4-carbonyl chloride) and was used for the next step without any further purification.
With thionyl chloride;N,N-dimethyl-formamide; In dichloromethane; for 5.75h;Heating / reflux; To a nitrogen flushed 500 mL round bottom flask was charged with 3,5-dichloro- isonicotinic acid (46.5 g, 0.24 mol), CH2CI2 (150 mL), DMF (0.5 mL), and thionyl chloride (20 mL,33.9 g 0.28 mol). After the slurry was refluxed for 5 h, additional thionyl chloride (5 mL, 0.70 mol) and CH2CI2 (100 mL) were added, and the reaction was refluxed for additional 45 min. The reaction mixture was concentrated, and the residue was azeotroped with toluene to give the crude acyl chloride, which was used immediately. Thus, the crude acyl chloride was dissolved in CH2CI2 (150 mL) and was added to N-BOC-4-amino-L-phenylalanine ethyl ester (60 g, 0.20 mol) and 4-methylmorpholine (44 mL, EPO <DP n="20"/>0.40 mol) in CH2CI2 (400 mL) at O0C over 5 min. After stirring at 00C for 1 h, the reaction was quenched with dilute aqueous NaHCtheta3. The organic layer was separated and the aqueous layer was extracted with CH2CI2 (500 mL). The organic layers were combined, dried over anhydrous MgSO4 and concentrated in vacuo, and the residue was purified by flash column chromatography on silica gel eluting with 4:1 to 3:2 EtOAc/hexanes to afford the title compound (95 g, 100% yield). lH NMR (400 MHz, CD3OD) delta 8.60 (s, 2H), 7.54 (d, 2H), 7.20 (d, 2H), 4.20-4.36 (m, IH), 4.10 (q, 2H), 3.02-3.12 (m, IH)5 ),2.82-2.92 (in, IH), 1.34/1.30 (s, 9H).1.20 (t, 3H).

  • 11
  • [ 13958-93-5 ]
  • [ 515881-16-0 ]
  • (4-{(4-Bromo-phenyl)-[(Z)-ethoxyimino]-methyl}-4'-methyl-[1,4']bipiperidinyl-1'-yl)-(3,5-dichloro-pyridin-4-yl)-methanone [ No CAS ]
  • 12
  • [ 13958-93-5 ]
  • [ 544704-12-3 ]
  • (3,5-Dichloro-pyridin-4-yl)-(4-methyl-4-{(S)-3-methyl-4-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazin-1-yl}-piperidin-1-yl)-methanone [ No CAS ]
Recommend Products
Same Skeleton Products

Technical Information

Historical Records

Related Functional Groups of
[ 13958-93-5 ]

Chlorides

Chemical Structure| 406676-18-4

[ 406676-18-4 ]

2,3,5-Trichloroisonicotinic acid

Similarity: 0.92

Chemical Structure| 88912-27-0

[ 88912-27-0 ]

3-Chloroisonicotinic acid

Similarity: 0.86

Chemical Structure| 136590-83-5

[ 136590-83-5 ]

3,5-Dichloroisonicotinaldehyde

Similarity: 0.84

Chemical Structure| 98273-79-1

[ 98273-79-1 ]

Methyl 3-chloroisonicotinate

Similarity: 0.80

Chemical Structure| 211678-96-5

[ 211678-96-5 ]

Ethyl 3-chloroisonicotinate

Similarity: 0.78

Carboxylic Acids

Chemical Structure| 406676-18-4

[ 406676-18-4 ]

2,3,5-Trichloroisonicotinic acid

Similarity: 0.92

Chemical Structure| 88912-27-0

[ 88912-27-0 ]

3-Chloroisonicotinic acid

Similarity: 0.86

Chemical Structure| 1060810-03-8

[ 1060810-03-8 ]

5-Chloro-2-methylisonicotinic acid

Similarity: 0.78

Chemical Structure| 88912-26-9

[ 88912-26-9 ]

2,5-Dichloroisonicotinic acid

Similarity: 0.78

Chemical Structure| 184416-84-0

[ 184416-84-0 ]

2,3-Dichloroisonicotinic acid

Similarity: 0.78

Related Parent Nucleus of
[ 13958-93-5 ]

Pyridines

Chemical Structure| 406676-18-4

[ 406676-18-4 ]

2,3,5-Trichloroisonicotinic acid

Similarity: 0.92

Chemical Structure| 88912-27-0

[ 88912-27-0 ]

3-Chloroisonicotinic acid

Similarity: 0.86

Chemical Structure| 136590-83-5

[ 136590-83-5 ]

3,5-Dichloroisonicotinaldehyde

Similarity: 0.84

Chemical Structure| 98273-79-1

[ 98273-79-1 ]

Methyl 3-chloroisonicotinate

Similarity: 0.80

Chemical Structure| 211678-96-5

[ 211678-96-5 ]

Ethyl 3-chloroisonicotinate

Similarity: 0.78

; ;