反应详情

3-{[5-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carbonyl]amino}-2-methylpropionic acid ethyl ester (170 mg, 0.36 mmol) was dissolved in dry tetrahydrofuran (10 ml) and lithium borohydride (28 mg, 1.28 mmol) was added and heated to reflux for 90 h. The reaction mixture was diluted with water and extracted with ethyl acetate (2×30 ml), the organic layers were combined and washed with water (20 ml) and saturated sodium chloride solution (20 ml). The organics were dried over magnesium sulphate, filtered and evaporated under reduced pressure to give 5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid (3-hydroxy-2-methylpropyl)amide as a pale yellow solid which was purified by preparative HPLC (75 mg, 48%).

1. temperatureheated
2. temperatureto reflux for 90 h
3. extractionextracted with ethyl acetate (2×30 ml)
4. washwashed with water (20 ml) and saturated sodium chloride solution (20 ml)
5. dry with materialThe organics were dried over magnesium sulphate
6. filtrationfiltered
7. customevaporated under reduced pressure