HRID2101401
反应详情
EQUATION
反应方程式
REACTANTS
反应物
HCID6422
未命名化合物
HCID7757
Methyl acetoacetate
C5H8O3
HCID24386
Thionyl chloride
Cl2OS
HCID121699
Methyl 3-oxovalerate
C6H10O3
HCID11116141
未命名化合物
2 次
HCID21226445
未命名化合物
HCID59834815
3-(Chloromethyl)-2-methyl-6-(trifluoromethyl)pyridine
C8H7ClF3N
HCID69056451
未命名化合物
HCID69064910
[2-Ethyl-6-(trifluoromethyl)pyridin-3-yl]methanol
C9H10F3NO
PRODUCTS
生成物
PROCEDURE
实验过程
The title compound was prepared from (Z)-4-amino-1,1,1-trifluorobut-3-en-2-one and methyl 3-oxopentanoate analogously to the way 3-(chloromethyl)-2-methyl-6-(trifluoromethyl)pyridine was prepared from (Z)-4-amino-1,1,1-trifluorobut-3-en-2-one and methyl acetoacetate in three steps: 1. TFA-mediated cyclocondensation to methyl 2-ethyl-6-(trifluoromethyl)nicotinate (HPLC/MS: retention time=3.2 min, [M+H]+=234); 2. reduction with lithium aluminum hydride to (2-ethyl-6-(trifluoromethyl)pyridin-3-yl)methanol (HPLC/MS: retention time=2.4 min, [M+H]+=206); and 3. reaction with SOCl2 to afford the title compound (HPLC/MS: retention time=3.3 min, [M+H]+=224).