4-(CHLOROMETHYL)-2-METHYLPYRIDINE

4-(CHLOROMETHYL)-2-METHYLPYRIDINE Structure
CAS No.
75523-42-1
Chemical Name:
4-(CHLOROMETHYL)-2-METHYLPYRIDINE
Synonyms
4-(Chloromethyl)-2-picoline;2-Methyl-4-(chloromethyl)pyridine;4-(CHLOROMETHYL)-2-METHYLPYRIDINE;pyridine, 4-(chloroMethyl)-2-Methyl-;4-Chloromethyl-2-methyl-pyridine.HCL;2-methyl-pyridin-4-ylmethyl chloride;2-Methyl-4-(chloromethyl)pyridine (HCl)
CBNumber:
CB22454432
Molecular Formula:
C7H8ClN
Molecular Weight:
141.6
MOL File:
75523-42-1.mol
MSDS File:
SDS
Modify Date:
2024/4/7 13:47:31

4-(CHLOROMETHYL)-2-METHYLPYRIDINE Properties

Boiling point 218℃
Density 1.118
Flash point 106℃

4-(CHLOROMETHYL)-2-METHYLPYRIDINE Chemical Properties,Uses,Production

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

4-(CHLOROMETHYL)-2-METHYLPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(CHLOROMETHYL)-2-METHYLPYRIDINE pyridine, 4-(chloroMethyl)-2-Methyl- 4-(Chloromethyl)-2-picoline 2-Methyl-4-(chloromethyl)pyridine 2-methyl-pyridin-4-ylmethyl chloride 4-Chloromethyl-2-methyl-pyridine.HCL 2-Methyl-4-(chloromethyl)pyridine (HCl) 75523-42-1 Aromatics, Heterocycles, Miscellaneous Reagents