2-(2,6-DIFLUOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID synthesis
- Product Name:2-(2,6-DIFLUOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID
- CAS Number:1017452-64-0
- Molecular formula:C10H5F2NO2S
- Molecular Weight:241.21
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Yield: 97%
Reaction Conditions:
with lithium hydroxide monohydrate in tetrahydrofuran;water at 60; for 5 h;
Steps:
2.2 2-(2,6-Difluorophenyl)-1,3-thiazole-4-carboxylic acid
To a solution of ethyl 2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxylate (1.72 g, 6.39 mmol) in THF (40.0 mL), lithium hydroxide monohydrate (1.51 g, 36.0 mmol) was added followed by water (10.0 mL). The mixture was stirred at 60° C. for 5 h. The reaction mixture was then cooled to 0° C., and 6 M HCl was added slowly until the pH reached 2. The mixture was diluted with EtOAc (250 mL), washed with brine (200 mL), dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (0-30% MeOH in DCM) to give the title compound as a white solid (1.49 g, 97%). LCMS calc. for C10H6F2NO2S (M+H)+: m/z=242.0. found 242.0.
References:
INCYTE CORPORATION;Xue, Chu-Biao;Li, Yun-Long;Geng, Hao;Pan, Jun;Wang, Anlai;Zhang, Ke;Yao, Wenqing;Zhang, Fenglei;Zhuo, Jincong US2014/200227, 2014, A1 Location in patent:Paragraph 0553; 0554
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