HCID 58902360, compound → HCID 58902401, compound

Participants

Reaction Steps

A solution of N-[3-cyano-5-(trifluoromethyl)phenyl]-7-{[2-(pyrrolidin-1-ylcarbonyl)pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalene-2-carboxamide (0.310 g, 0.58 mmol) and Raney Ni (50% v/v in water, 2.0 mL) in 7M ammonia in MeOH (30 mL) was allowed to stir at rt under an atmosphere of hydrogen overnight. The reaction mixture was filtered over Celite, the Celite rinsed with MeOH, and the solution concentrated to give N-[3-(aminomethyl)-5-(trifluoromethyl)phenyl]-7-{[2-(pyrrolidin-1-ylcarbonyl)pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalene-2-carboxamide I-362 (0.205 g, 55%). 1H NMR (400 MHz, CD3OD, HCl Salt) δ: 8.69 (d, 1H), 8.08 (s, 1H), 8.02 (s, 1H), 7.70 (d, 1H), 7.54 (s, 1H), 7.45-7.42 (dd, 1H), 7.31 (d, 2H), 7.09-7.03 (m, 2H), 4.20 (s, 2H), 3.65-3.59 (m, 4H), 3.15-2.91 (m, 5H), 2.25-2.21 (m, 1H), and 2.02-1.93 (m, 5H). LCMS: (FA) ES+ 539.8, ES− 537.5.

Provenance & Evidence