Trifluoroacetic acid → HCID 51349088, compound

Participants

Reaction Steps

A solution of [(1S,2S)-1-({(6-cyclopropyl-naphthalen-2-yl)-[trans-2-(5-fluoro-pyridin-2-yl)-cyclopropanecarbonyl]-amino}-methyl)-2-methyl-butyl]-carbamic acid tert-butyl ester in DCM (1.5 mL) was added TFA (0.25 mL) and was stirred at room temperature for 40 mins. The reaction mixture was concentrated, dried under vacuum to afford trans-2-(5-fluoro-pyridin-2-yl)-cyclopropanecarboxylic acid ((2S,3S)-2-amino-3-methyl-pentyl)-(6-cyclopropyl-naphthalen-2-yl)-amide.TFA (14.2 mg, 18% yield in 2 steps) as a tan solid: 1H NMR (400 MHz, MeOD) δ 7.90-7.93 (d, J=12 Hz, 1H), 7.53-7.78 (m, 4H), 7.25-7.32 (m, 2H), 7.10-7.31 (m, 2H), 4.19-4.30 (m, 1H), 3.67-3.75 (m, 1H), 3.20-3.30 (m, 1H), 2.49-2.59 (m, 1H), 1.90-2.01 (m, 1H), 1.75-1.84 (m, 1H), 1.55-1.67 (m, 2H), 1.19-1.31 (m, 2H), 1.07-1.12 (m, 1H), 0.90-0.97 (m, 2H), 0.80-0.90 (m, 3H), 0.25-0.75 (m, 5H); LC/MS (ESI) m/e 446.2 [(M+H)+, calcd for C28H33FN3O 446.6].

Provenance & Evidence