Trifluoroacetic acid → HCID 86757028, compound

Participants

Reaction Steps

To 26 mg of α-(R)-(3-(S)-((4-(imidazo[1,2-a]pyridin-3-yl)-piperidine-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-cyclobutylpropanoic acid, 4-methoxy-benzyl ester (from Step C) was added 2 mL of TFA and 0.3 mL of anisole. The reaction was stirred at r.t. for 1 hour. The reaction mixture was concentrated and the residue was purified by flash chromatography with 10% MeOH in CH2Cl2, followed by 15% MeOH and 1% NH4OH in CHCl3 to provide 23 mg of a foamy solid. 1H NMR (500 MHz, CD3OD): δ1.63-1.81 (m, 4H), 1.93-2.15 (m, 5H), 2.33(t, J=15.6 Hz, 2H), 2.44(m, 1H), 2.86(m, 1H), 3.00(d, J=13.8 Hz, 1H), 3.15-3.89(m, 13H), 7.11 (m, 1H), 7.28 (m, 2H), 7.39-7.48 (m, 2H), 7.75 (s, 1H), 7.85 (m, 2H) 8.32 (d, J=6.9 Hz, 1H). ESI-MS 505 (M+H); BLC A 1.64 min.

Provenance & Evidence