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

HRID 2233287ノート

反応式

HRID 2233287 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fb664793b7484604a68c0114f0f7e0e4
出典データセット
uspto-grants-2010_05
特許番号
US07709481B2

反応ノート

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