反应详情

温度

50 °C

To a solution of ethyl N-{2-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]ethyl}glycinate (D89) (20 mg) in THF (5 mL) was added aqueous NaOH (2 M, 1 mL). The reaction was stirred at 50° C. for 3 h. The mixture was cooled to room temperature and acidified with aqueous HCl (2 M) to pH 4-5. The mixture was partitioned between ethyl acetate (25 mL) and water (20 mL). The organic phase was evaporated to give the crude product, which was purified by Mass Directed Auto Prep to afford N-{2-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]ethyl}glycine (E64) (13 mg, TFA salt). δH (DMSO-d6, 400 MHz): 1.36 (6H, d), 3.10 (2H, t), 3.24 (2H, t), 3.65 (3H, s), 3.87 (2H, s), 4.88 (1H, m), 7.22 (1H, t), 7.30 (1H, s), 7.45 (1H, d), 7.47 (1H, dd), 7.83 (1H, dd), 8.12 (1H, dd), 8.18 (1H, d). MS (ES): C24H26ClN4O4 requires 468; found 469.2 (M+H+).

1. temperatureThe mixture was cooled to room temperature
2. customThe mixture was partitioned between ethyl acetate (25 mL) and water (20 mL)
3. customThe organic phase was evaporated
4. customto give the crude product, which
5. customwas purified by Mass Directed Auto Prep