Water → 3-{4-[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxymethyl]-2-methyl-phenyl}-propionic acid methyl ester

HRID 854572

反応式

HRID 854572 の反応式
[CH:1]([C:4]1[N:5]=[C:6]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[S:7][C:8]=1[CH2:9][OH:10])([CH3:3])[CH3:2].[CH3:21][O:22][C:23](=[O:35])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32]I)=[CH:28][C:27]=1[CH3:34].[H-].[Na+].O>CN(C=O)C>[CH3:21][O:22][C:23](=[O:35])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][O:10][CH2:9][C:8]2[S:7][C:6]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:20])[F:18])=[CH:13][CH:12]=3)=[N:5][C:4]=2[CH:1]([CH3:3])[CH3:2])=[CH:28][C:27]=1[CH3:34]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 574319743-(4-Iodomethyl-2-methyl-phenyl)-propionic acid methyl esterHCID 587657624-Isopropyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-methanol

生成物 1

HCID 694708723-{4-[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxymethyl]-2-methyl-phenyl}-propionic acid methyl ester収率 62.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of [4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanol (0.056 g, 0.18 mmol) and 3-(4-Iodomethyl-2-methyl-phenyl)-propionic acid methyl ester (0.070 g, 0.22 mol) in DMF (1 mL) is added sodium hydride (60% dispersion, 0.016 g, 0.67 mmol). After 3.5 h, water is added, and the mixture is extracted with EtOAc. The organics are dried with MgSO4 and concentrated. The crude material is purified by flash chromatography to yield the title compound (55 mg, 60%).

後処理

  1. extractionthe mixture is extracted with EtOAc
  2. dry with materialThe organics are dried with MgSO4
  3. concentrationconcentrated
  4. customThe crude material is purified by flash chromatography

出典と根拠

ORDレコード
ord-4aba11daedae42cda1a16f8c20d5eaa3
出典データセット
uspto-grants-2007_08
特許番号
US07259175B2

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