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75523-42-1

75523-42-1 Structure

75523-42-1 Structure
IdentificationBack Directory
[Name]

4-(CHLOROMETHYL)-2-METHYLPYRIDINE
[CAS]

75523-42-1
[Synonyms]

4-(Chloromethyl)-2-picoline
2-Methyl-4-(chloromethyl)pyridine
4-(CHLOROMETHYL)-2-METHYLPYRIDINE
pyridine, 4-(chloroMethyl)-2-Methyl-
2-methyl-pyridin-4-ylmethyl chloride
4-Chloromethyl-2-methyl-pyridine.HCL
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C7H8ClN
[MDL Number]

MFCD10697557
[MOL File]

75523-42-1.mol
[Molecular Weight]

141.6
Chemical PropertiesBack Directory
[Boiling point ]

218℃
[density ]

1.118
[Fp ]

106℃
Hazard InformationBack Directory
[Uses]

4-Chloromethyl-2-methylpyridine is used in the preparation of HIV-1 protease inhibitors.
[Synthesis]

4-(Chloromethyl)-2-methylpyridine is synthesised using (2-Methylpyridin-4-yl)methanol as a raw material by chemical reaction. The specific synthesis steps are as follows:
5-[(2-Chlorophenyl)acetylamino]-3-(4-fluorophenyl)-4-[4-(2-methylpyridyl)]isoxazole a) 4-Chloromethyl-2-methylpyridine; Into 100 mL of methylene chloride solution containing 2. 1-6 g of 4-(2-methylpyridyl)methanol (cf. PCT International Publication WO98/2120 Pamphlet), 23 mL of thionyl chloride was dropped at room temperature, followed by 20 hours' stirring at room temperature. The solvent was distilled off from the reaction solution under reduced pressure, and the residue was extracted with methylene chloride, after addition of saturated aqueous NaHCO3 solution. The methylene chloride extract was dried over anhydrous magnesium sulfate, and from which the solvent was distilled off under reduced pressure to provide 2.46 g (yield: 100%) of brown crystalline title compound. 1H-NMR(CDCl3)delta:8.45(d,J=5.0Hz,1H),7.31(s,1H), 7.25(d,J=5.0Hz,1H),4.74(s,2H),2.48(s,3H) Mass,m/e:141 (M+,base).
4-(Chloromethyl)-2-methylpyridine synthesis
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