Trifluoroacetic acid → HCID 44547317, compound

Participants

Reaction Steps

Trifluoroacetic acid (0.475 mL) was added to a solution of 1,1-dimethylethyl 3-[7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]propanoate (D10) (60 mg) in dichloromethane (1 mL) at RT. The resulting solution was stirred for 45 min. The reaction mixture was concentrated. The residue was recrystallized from ether/hexane to afford 3-[7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-methyl-1H-indol-3-yl]propanoic acid (E4) (40 mg) as a pale yellow solid. δH (DMSO-d6, 400 MHz): 1.39 (6H, d), 2.63 (2H, t), 2.97 (2H, t), 3.64 (3H, s), 4.99 (1H, m), 7.18 (1H, t), 7.21 (1H, s), 7.44 (1H, m), 7.57 (1H, d), 7.81 (1H, dd), 8.43 (1H, dd), 8.55 (1H, d), 12.12 (1H, br s). MS (ES): C24H22N4O4 requires 430; found 431.0 (M+H+).

Provenance & Evidence