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120739-87-9

Pyridine, 4-(chloromethyl)-2,6-dimethyl- (9CI) synthesis

3synthesis methods
18088-01-2 Synthesis
(2,6-DIMETHYLPYRIDIN-4-YL)METHANOL

18088-01-2
76 suppliers
$77.50/250mg

Pyridine, 4-(chloromethyl)-2,6-dimethyl- (9CI)

120739-87-9
33 suppliers
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Yield:120739-87-9 88%

Reaction Conditions:

Stage #1: 2,6-dimethyl-4-pyridinemethanolwith thionyl chloride in dichloromethane at 20; for 21 h;
Stage #2: with water;sodium hydrogencarbonate

Steps:

198.a

Example 198 4-[4-(2,6-Dimethylpyridyl)]-3-(4-fluorophenyl)-5-phenylacetylaminoisoxazole a) 4-Chloromethyl-2,6-dimethylpyridine; To 45 mL of methylene chloride solution containing 1.0 g of 4-(2,6-dimethylpyridyl)methanol (cf. PCT International Publication WO98/21210 Pamphlet), thionyl chloride was added dropwise at room temperature, followed by 21 hours' stirring. The solvent was distilled off from the reaction solution under reduced pressure, and to the residue saturated aqueous NaHCO3 solution was added, followed by extraction with methylene chloride. The organic layer was dried over anhydrous magnesium sulfate and removed of the solvent by reduced pressure distillation to provide 1.0 g (yield: 88%) of the title compound as a yellow oily substance. 1H-NMR(CDCl3)δ:6.95(s,2H),4.43(s,2H),2.50(s,6H) Mass,m/e:155(M+,base)

References:

EP2036905,2009,A1 Location in patent:Page/Page column 50