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[ CAS No. 70258-18-3 ] {[proInfo.proName]}

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Chemical Structure| 70258-18-3
Chemical Structure| 70258-18-3
Structure of 70258-18-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 70258-18-3 ]

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Product Details of [ 70258-18-3 ]

CAS No. :70258-18-3 MDL No. :MFCD00125366
Formula : C6H5Cl2N Boiling Point : -
Linear Structure Formula :- InChI Key :SKCNYHLTRZIINA-UHFFFAOYSA-N
M.W : 162.02 Pubchem ID :155479
Synonyms :

Calculated chemistry of [ 70258-18-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.01
TPSA : 12.89 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.83
Log Po/w (XLOGP3) : 2.2
Log Po/w (WLOGP) : 2.32
Log Po/w (MLOGP) : 1.75
Log Po/w (SILICOS-IT) : 2.97
Consensus Log Po/w : 2.21

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.66
Solubility : 0.356 mg/ml ; 0.0022 mol/l
Class : Soluble
Log S (Ali) : -2.1
Solubility : 1.27 mg/ml ; 0.00786 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.65
Solubility : 0.0362 mg/ml ; 0.000223 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.6

Safety of [ 70258-18-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P405-P501 UN#:3261
Hazard Statements:H302-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 70258-18-3 ]

* 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 [ 70258-18-3 ]

[ 70258-18-3 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 53242-51-6 ]
  • [ 70258-18-3 ]
  • 1-((6-chloropyridin-3-yl)methyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With potassium carbonate; In tetrahydrofuran; at 70℃; for 2h;Product distribution / selectivity; EXAMPLE 52 : l-((6-Ethylpyridin-3-yl)methyl)-5-(4-methoxyphenyl)pyridin- 2(1H)-one (Final Compound 4-45)Step I : l-((6-Chloropyridin-3-yl)methyl)-5-(4-methoxyphenyl)pyridin-2(lH)-one 5-(4-Methoxyphenyl)pyridine-2(lH)-one (4.20mmol, 0.85g), 2-chloro-5- (chloromethyl)pyridine (1.5eq, 6.30mmol, 1.02g), K2CO3 (2eq, 8.40mmol, 1.17g) in TEtaF (10mL) were heated at 70C for 2 hours. Then, the reaction was cooled to room temperature. The suspension was filtered off and the filtrate was evaporated under reduced pressure. The residue was puridied by short open column chromatography CEta2Cl2/MeOEta(NEta3)sat. 1% yielding l-((6-chloropyridin-3-yl)methyl)-5-(4- methoxyphenyl)pyridin-2(lH)-one as white solid (1.04g, 75%)
  • 2
  • [ 109205-68-7 ]
  • [ 70258-18-3 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; sodium carbonate; trichlorophosphate; In ethyl acetate; STR18 2.0 g (0.016 mol) of 5-hydroxymethyl-2-pyridinone are added to a mixture of 6.7 g (0.032 mol) of phosphorus pentachloride and 2.5 g (0.016 mol) of phosphorus oxychloride, the mixture is stirred at reflux temperature for 7 hours, cooled and taken up in ethyl acetate, ice water is then added, the mixture is rendered neutral using sodium carbonate, the organic phase is separated off and dried over magnesium sulphate, and the solvent is removed under reduced pressure. The residue may be purified by distillation. 2.5 g (96% of theory) of 2-chloro-5-chloromethylpyridine of boiling point 70 C.-80 C. at 1 mbar are obtained.
  • 3
  • [ 70258-18-3 ]
  • [ 13599-12-7 ]
  • [ 1610022-74-6 ]
  • 4
  • [ 70258-18-3 ]
  • [ 13599-12-7 ]
  • C16H11N2OOC2H5ClN [ No CAS ]
  • 5
  • [ 70258-18-3 ]
  • [ 120068-37-3 ]
  • 5-(6-chloropyridin-3-ylmethylamino)-1-(2,6-dichloro-4-trifluoromethylphenyl)4-trifluoromethylsulfinylpyrazole-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With potassium hydroxide; In acetonitrile; at 45℃; for 5h; In a 500-ml round-bottom flask, 200 mL of solvent acetonitrile was added, followed by the addition of <strong>[120068-37-3]fipronil</strong> (30.86 mmol, 13.5 g), potassium hydroxide (46.3 mmol, 2.6 g) and stirring until all the <strong>[120068-37-3]fipronil</strong> was dissolved. 2-chloro-5-chloromethyl pyridine, heated to 45 C insulation, 5h <strong>[120068-37-3]fipronil</strong> reaction completely. After the reaction system was cooled, the reaction mixture was extracted twice with saturated sodium chloride, and the aqueous layer was separated and removed. The remaining solution was dried over anhydrous magnesium sulfate and the desiccant was removed by filtration. The filtrate was evaporated to recover 4/5 solvent, Cool to room temperature to give the product. The yield was 63%.
42.3% Add 3mmol <strong>[120068-37-3]fipronil</strong> in a 50ml flask [Chemical name:5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole-3-carboxamide],Dry 10 ml of tetrahydrofuran and cool to below 0C in an ice bath.Under nitrogen protection, 3 mmol of NaH was added in batches and after half an hour of reaction,9 mmol of 2-chloro-5-chloromethylpyridine was added dropwise,After the addition is complete, naturally rise to room temperature, continue stirring for 3 hours, and concentrate.Dissolve with 20 ml of methylene chloride and wash 3 times with 40 ml of water.The organic phase is dried over anhydrous sodium sulfate and dissolved.The resulting oil was chromatographed on a column of petroleum ether and ethyl acetate (5:1 by volume) to give structural formulas such asLight yellow oily liquid shown in I-135-(6-chloropyridin-3-ylmethylamino)-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole-3- Nitrile] 0.71 g,The reaction yield was 42.3%.
  • 6
  • [ 70258-18-3 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
79% With manganese(IV) oxide; iron(III) chloride; chlorine; at 120℃; under 760.051 Torr; for 45h; At 1 atmosphere,20 g of 2-chloro-5-chloromethylpyridine (0.12 mol) and 0.5 g of manganese dioxide 0.5 g of ferric chloride were heated to 120 C, and chlorine gas was introduced into the mixture for 45 hours.Using GC-MS tracking, it was found that 36% of the starting material was converted to 2,3-dichloro-5-trichloromethylpyridine.When the temperature of the reaction system is heated to 170 C, chlorine gas is continuously introduced for 7 hours.GC-MS trace detection revealed that the starting material had reacted completely.The reaction mixture was diluted with n-hexane, washed with aqueous sodium carbonate and the organic layer was separated.Drying over anhydrous sodium sulfate and removing the solvent by distillation.25.4 g of a yellow liquid 2,3-dichloro-5-trichloromethylpyridine was obtained.The yield was 79%.
562 g With chlorine; copper(II) oxide; at 275℃; for 60h; 500 g (3.08 mol) of 2-chloro-5-chloromethylpyridine (molecular weight: 162 g / mol) and 50 g (10% by weight) of copper oxide were charged into a 1 L four-necked flask equipped with a thermometer, a condenser and a mechanical stir And heated to 275 C, and then chlorinated by passing Cl 2 into the above solution, and the reaction was carried out for 60 hours to obtain 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine. A solution of 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine was heated to 70 C and added with 5 g of catalyst antimony pentachloride followed by 210 g (10.5 mol) of hydrogen fluoride at 200 C, 8.5 MPa pressure for 30 hours to give 421 g (1.95 mol) of 2,3-dichloro-5-trifluoromethylpyridine in a yield of 63.2% from 2-chloro-5-chloromethylpyridine,
  • 7
  • [ 929302-18-1 ]
  • [ 70258-18-3 ]
  • tert-butyl 7-((6-chloropyridin-3-yl)methyl)-2,7-diazaspiro[3.5]nonane-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With potassium carbonate; In acetonitrile; at 70℃; for 16h; A solution of 2,7-diazaspiro [3.5] nonane-2-carboxylic acid tert-butyl ester hydrochloride (400 mg, 1.5 mmol)And 2-chloro-5- (chloromethyl) pyridine(243 mg, 1.5 mmol) was dissolved in acetonitrile (50 mL), potassium carbonate (621 mg, 4.5 mmol) was added and reacted at 70 ° C for 16 hours.After cooling to room temperature, ethyl acetate (100 mL) and water (50 mL) were added, the phases were separated and the aqueous phase was extracted with ethyl acetate (150 mL x2). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give The title compound was obtained as a yellow oil (480 mg, yield 90percent).
  • 8
  • [ 70258-18-3 ]
  • [ 197376-47-9 ]
  • 9
  • [ 53242-51-6 ]
  • [ 70258-18-3 ]
  • 1-((6-iodopyridin-3-yl)methyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one [ No CAS ]
  • 10
  • [ 854690-87-2 ]
  • [ 70258-18-3 ]
  • 2-chloro-5-(3-(difluoromethyl)benzyl)pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In water; acetonitrile; at 50℃; for 1h;Inert atmosphere; To a solution of <strong>[854690-87-2](3-(difluoromethyl)phenyl)boronic acid</strong> (0.405 g, 2.5 mmol) and 2-chloro-5-(chloromethyl)pyridine (0.430 g, 2.5 mmol) and potassium carbonate (0.691 g, 5 mmol) in acetonitrile (70 ml_) and water (10 ml_) was added [1 ,1 '-b/s(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane (0.204 g, 0.25 mmol) under argon. The mixture was stirred at 50 C for 1 h. Volatiles were removed under reduced pressure and water (50 ml_) was added. The aqueous layer was extracted with ethyl acetate (80 ml_ x 3), dried with sodium sulfate, filtered and concentrated. The crude material was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 12/1 ) to give 2-chloro-5-(3-(difluoromethyl)benzyl)pyridine (0.397 g, 1 .45 mmol, 58%) as a colorless oil. LCMS (ESI) m/z: 254.1 [M+H]+.
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