Sodium Hydroxide → Sodium 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate (D58) (99 mg, 0.22 mmol) was dissolved in ethanol (2 ml) and 2M aq NaOH (0.55 ml) was added. The reaction was heated at 80° C. for 30 minutes and the reagents dissolved. The reaction mixture was cooled to room temperature and then left overnight. The resultant precipitate was filtered, washed with water and then ether, dried by heating in vacuo to afford the title compound (29.1 mg). δH (methanol-d4, 400 MHz) 1.46 (6H, d), 2.78, (2H, t), 4.71 (2H, t), 4.88-5.00 (estimate 1H [partially overlapping water peak], m). 7.43 (1H, d), 7.83 (1H, d), 8.10-8.17 (2H, m), 8.37-8.49 (2H, m), 8.56 (1H, s), MS (ES): C22H19N5O4 requires 417; found (MH+) 418.

Provenance & Evidence