2-Bromothiazole → ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate

HRID 1678875ノート

反応式

HRID 1678875 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[NH2:8].Br[C:17]1[S:18][CH:19]=[CH:20][N:21]=1>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[NH:8][C:17]1[S:18][CH:19]=[CH:20][N:21]=1

参加物

4

反応物 2

HCID 764302-BromothiazoleHCID 20364696Ethyl 2-(4-amino-3-fluorophenyl)propanoate

生成物 1

HCID 20364701ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate収率 63.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of ethyl 2-(3-fluoro-4-aminophenyl)propionate (15 g) and 2-bromothiazole (11.7 g) is stirred at 150°-155° C for 15 minutes. The reaction mixture is dissolved in methylene chloride and the solution is washed with an aqueous solution of sodium hydrogen carbonate and dried. The solvent is evaporated. The residue is subjected to chromatography using alumina. From benzene eluate, ethyl 2-[3-fluoro-4-(N-thiazol-2-ylamino)phenyl]propionate (13.3 g) is obtained as oily substance boiling at 162°-164° C at 0.2 mmHg.

後処理

  1. washthe solution is washed with an aqueous solution of sodium hydrogen carbonate
  2. customdried
  3. customThe solvent is evaporated

出典と根拠

ORDレコード
ord-0e350db437c540e2907730dbbb7eeeb8
出典データセット
uspto-grants-1978_03
特許番号
US04077968

反応ノート

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