تفاعل #70589

معادلة التفاعل

lithium hydroxide monohydrate

ethyl 5-(2-phenoxypyrimidin-5-yl)-1H-pyrazole-3-carboxylate

→

title compound

المردود 79.0%

5-(2-phenoxypyrimidin-5-yl)-1H-pyrazole-3-carboxylic acid

المردود 79.0%

المذيبات

ethanol

water

ظروف التفاعل

المعالجة

1. 1
   أخرىEthanol was removed under reduced pressure
2. 2
   workup.ADDITIONthe solution diluted with water
3. 3
   أخرىto precipitate product
4. 4
   ترشيحThe solid precipitate was filtered
5. 5
   غسيلwashed with water
6. 6
   أخرىdried under high vacuum

الإجراء التجريبي

To a solution consisting of lithium hydroxide monohydrate (0.13 g, 3.0 mmol) dissolved in ethanol (10 mL)/water (5 mL) was added ethyl 5-(2-phenoxypyrimidin-5-yl)-1H-pyrazole-3-carboxylate (Example 54, 90 mg, 0.29 mmol) and the mixture was stirred at room temperature for 18 hours. Ethanol was removed under reduced pressure and the solution diluted with water and subsequently was acidified with acetic acid to precipitate product. The solid precipitate was filtered, washed with water, and dried under high vacuum to afford the title compound as a white solid (64 mg, 79% yield); Rf 0.15 with 2% methanol in dichloromethane; 1H-NMR (300 MHz; DMSO-d6) δ 9.12 (s, 2H), 7.49 (dd, 2H), 7.25-7.43 (m, 4H); MS (ESI−) m/z 281 (M−1); H-PGDS FPBA IC50: 5 μM.

المصدر