Sodium Hydroxide → 3-[5-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indol-1-yl]propanoic acid

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Reaction Steps

D6 MF105672-178A2 (38 mg) was dissolved in EtOH, treated with 12.5 M aqueous NaOH (2 ml) and stirred at RT for 4 hours. The reaction mixture was evaporated, re-dissolved in H2O and washed with diethyl ether. The aqueous solution was acidified then extracted with DCM. The DCM solutions were combined, dried over MgSO4, filtered and evaporated to give the title compound MF105672-181A1 (5 mg) as a pale yellow solid. δH (CDCl3, 400 MHz): 1.44 (6H, d), 2.94 (2H, t), 4.51 (2H, t), 4.73 (1H, septet), 6.61 (1H, d), 7.07 (1H, d), 7.22 (1H, d), 7.45 (1H, d), 7.94 (1H, d), 8.07 (1H, d), 8.27 (1H, s), 8.47 (1H, s). MS (ES): C22H20ClN3O4 requires 425; found 426 (MH+).

Provenance & Evidence