Methyl 2-chloro-4-methoxy-3-oxobutanoate → 2-(4,4-Difluoro-cyclohexyl)-4-methoxymethyl-thiazole-5-carboxylic acid methyl ester

HRID 2233287노트

반응식

HRID 2233287 반응식
[F:1][C:2]1([F:11])[CH2:7][CH2:6][CH:5]([C:8](=[S:10])[NH2:9])[CH2:4][CH2:3]1.[CH3:12][O:13][C:14](=[O:22])[CH:15](Cl)[C:16](=O)[CH2:17][O:18][CH3:19]>C(O)C>[CH3:12][O:13][C:14]([C:15]1[S:10][C:8]([CH:5]2[CH2:6][CH2:7][C:2]([F:1])([F:11])[CH2:3][CH2:4]2)=[N:9][C:16]=1[CH2:17][O:18][CH3:19])=[O:22]

참가 물질

4

반응물 2

HCID 59295416Methyl 2-chloro-4-methoxy-3-oxobutanoateHCID 592954654,4-Difluorocyclohexane-1-carbothioamide

생성물 1

HCID 592955222-(4,4-Difluoro-cyclohexyl)-4-methoxymethyl-thiazole-5-carboxylic acid methyl ester수율 33.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

7.0 g 4,4-Difluoro-cyclohexanecarbothioic acid amide and 8.46 g 2-Chloro-4-methoxy-3-oxo-butyric acid methyl ester were dissolved in 70 ml ethanol and heated under reflux overnight. The cooled reaction mixture was evaporated under reduced pressure and the resulting residue was purified by silica chromatography with the eluent n-heptane:ethyl acetate=4:1=>2:1 to obtain 4.0 g 2-(4,4-Difluoro-cyclohexyl)-4-methoxymethyl-thiazole-5-carboxylic acid methyl ester as an oil.

후처리

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. customThe cooled reaction mixture
  4. customwas evaporated under reduced pressure
  5. customthe resulting residue was purified by silica chromatography with the eluent n-heptane

출처 및 근거

ORD 기록
ord-fb664793b7484604a68c0114f0f7e0e4
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709481B2

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