Sodium Hydroxide → HCID 86651621, compound

Participants

Reaction Steps

Methyl (5S,7R)-8-{[{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-7-(4-fluoro-2-methylphenyl)-1,8-diazaspiro[4.5]decane-3-carboxylate (Intermediate 36, 22 mg, 0.036 mmol) was dissolved in Methanol (1 ml) and to this solution was added NaOH (1.604 mg, 0.040 mmol) in Water (0.2 ml). The reaction mixture was left stirring at rt overnight. Then the solution was heated at 45° C. for 12 more hrs. The solvents were removed in vacuo and the residue was washed several times with Et2O, the solid was dried under vacuum obtaining the title compound (20.3 mg, 0.033 mmol, 91% yield) as a mixture of diastereoisomers. ratio estimated ca. 2:1, 1H NMR (500 MHz, DMSO-d6) δ ppm 7.99 (s, 1H) 7.70 (s, 2H) 7.04-7.22 (m, 1H) 6.85-6.98 (m, 1H) 6.66-6.82 (m, 1H) 5.20-5.43 (m, 1H) 4.06-4.25 (m, 1H) 2.77 (s, 3H) 2.55-3.57 (m, 5H) 2.33 (s, 3H) 1.46 (d, 3H) 1.06-2.06 (m, 6H);

Provenance & Evidence