2-(2,6-DIFLUOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID synthesis

3synthesis methods

Product Name:2-(2,6-DIFLUOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID
CAS Number:1017452-64-0
Molecular formula:C10H5F2NO2S
Molecular Weight:241.21

ethyl 2-(2,6-difluorophenyl)thiazole-4-carboxylate

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2-(2,6-DIFLUOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID

1017452-64-0
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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 Na₂SO₄and 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

60230-33-3 Synthesis

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References

18063-03-1 Synthesis

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