反应详情

温度

60 °C

To a solution of ethyl 4-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]butanoate (D57) (120 mg) in THF (5 mL) was added aqueous NaOH (2M, 2 mL). The reaction was stirred at 60° C. overnight. The mixture was acidified with aqueous HCl (2M) to pH 5-6, partitioned between ethyl acetate (20 mL) and water (20 mL). The organic phase was separated and dried over anhydrous sodium sulphate. After removing the solvent, the crude product was purified by TLC separation to afford 4-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]butanoic acid (E35) (20 mg). δH (DMSO-d6, 400 MHz): 1.36 (6H, d), 1.89 (2H, m), 2.29 (2H, t), 2.74 (2H, t), 3.63 (3H, s), 4.88 (1H, m), 7.17 (2H, m), 7.44 (2H, m), 7.77 (1H, d), 8.12 (1H, dd), 8.19 (1H, d), 11.98 (1H, br s). MS (ES): C24H24ClN3O4 requires 453; found 454.2 (M+H+).

1. custompartitioned between ethyl acetate (20 mL) and water (20 mL)
2. customThe organic phase was separated
3. dry with materialdried over anhydrous sodium sulphate
4. customAfter removing the solvent
5. customthe crude product was purified by TLC separation