Trifluoroacetic acid → Trifluoroacetic acid

Participants

Reaction Steps

To a stirring solution of the purified (S)-tert-butyl 4-(3-(5-(2-(tert-butoxycarbonylamino)-3-(thiophen-2-yl)propanamido)pent-1-ynyl)phenoxy)piperidine-1-carboxylate (0.26 g, 0.47 mmol) in dichloromethane (1.6 ml) was added TFA (0.4 ml) and the resulting mixture was stirred at room temperature for 1 hr. The resulting solution was concentrated and the residue purified over Gilson HPLC to yield (S)-2-amino-N-(5-(3-(piperidin-4-yloxy)phenyl)pent-4-ynyl)-3-(thiophen-2-yl)propanamide as its corresponding TFA salt, as a deep colored oil. MH+ 412.25. 1H NMR (300 MHz, DMSO), δ: 8.50 (1H, d), 8.23 (1H, s), 7.43 (1H, d), 7.30 (1H, m), 6.90 (3H, m), 4.65 (1H, m), 3.96 (1H, m), 2.96-3.30 (8H, m), 2.35 (2H, m), 2.10 (2H, m), 1.60-1.80 (4H, m)

Provenance & Evidence