Trifluoroacetic acid → HCID 25265681, compound

Participants

Reaction Steps

To a solution of tert-butyl 2-(4-(5-((4-chlorophenethyl)carbamoyl)-1H-indol-1yl)-3cyanophenyl)acetate (0.043 g, 0.0837 mmol) in DCM (0.5 mL) was added TFA (0.50 mL, 6.49 mmol). The reaction mixture was stirred for 1 hour and then concentrated. The residue was purified by silica gel chromatography eluting with a gradient of 0.5% methanol/DCM with 0.5% AcOH to 5% methanol/DCM containing 0.5% AcOH to provide 2-(4-(5-((4-chlorophenethyl)carbamoyl)-1H-indol-1yl)-3-cyanophenyl)acetic acid as a white solid. 1H NMR (400 MHz, CD3OD) δ 8.15 (s, 1H), 7.91 (s, 1H), 7.81 (d, J=7.7 Hz, 1H), 7.67 (d, J=8.6 Hz, 1H), 7.62 (d, J=8.4 Hz, 1H), 7.56 (d, J=3.0 Hz, 1H), 7.24-7.34 (m, 5H), 6.84 (d, J=3.9 Hz, 1H), 3.83 (s, 2H), 3.62 (t, J=7.5 Hz, 2H), 2.93 (t, J=7.4 Hz, 2H), MS(APCI)=458.1(M+1).

Provenance & Evidence