Ammonia → HCID 58169859, compound

Participants

Reaction Steps

In a sealed tube a solution of methyl (2S,5S,7R)-8-{[{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-7-(4-fluoro-2-methylphenyl)-1,8-diazaspiro[4.5]decane-2-carboxylate (Intermediate 29, 80 mg, 0.133 mmol) in 7M methanolic ammonia (5 ml, 35.0 mmol) was shaken overnight. The solvent was evaporated and the crude was purified was purified by flash-chromatography (Si cartridge 5 g; from 1:0 to 95:5 DCM/MeOH) to give the title compound (76.1 mg, 0.129 mmol, 98% yield) as a white solid. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.94 (s, 1H) 7.56 (s, 2H) 7.24 (s, 1H) 7.15-7.21 (m, 1H) 6.84-6.96 (m, 2H) 6.71-6.81 (m, 1H) 5.30-5.40 (m, 1H) 4.09-4.18 (m, 1H) 3.47-3.57 (m, 1H) 3.24-3.40 (m, 1H) 2.83 (s, 3H) 2.59-2.78 (m, 2H) 2.31 (s, 3H) 2.03-2.17 (m, 1H) 1.42-1.85 (m, 10H). HPLC: Rt=4.91 mins; MS: m/z=589 [M+H]+ and 611 [M+Na]+.

Provenance & Evidence