Trifluoroacetic acid → Trifluoroacetic acid

Participants

Reaction Steps

134F was dissolved in 25% trifluoroacetic acid and stirred at room temperature for 3 hr. Solvent was removed under vacuum and purified by preparatory LC/MS (20-25% CH3CN in H2O) to give (R)-3-amino-1((R)-3-(2-(3-methoxypropyl)-1H-benzo[d]imidazol-1-yl)piperidin-1-yl)-4-(naphthalen-2-yl)butan-1-one (243) as a TFA salt (97 mg, 24%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.62 (m, 1H) 1.86 (br. s., 1H) 1.97-2.15 (m, 3H) 2.53-2.91 (m, 3H) 2.94-3.26 (m, 7H) 3.40 (m, 3H) 3.75-4.10 (m, 3H) 4.42-4.71 (m, 2H) 7.50 (m, 5H) 7.72-7.96 (m, 5H) 8.21 (m, 1H). ESI-MS:m/z 485.5 (M+H)+.

Provenance & Evidence