Hydrochloric Acid → HCID 58902444, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl [3-[({7-[(2-cyanopyridin-4-yl)oxy]-1,2,3,4-tetrahydronaphthalen-2-yl}carbonyl)amino]-5-(trifluoromethyl)benzyl]carbamate (2.00 g, 3.53 mmol) in MeOH (32 mL), was added a 25% solution of sodium methoxide in MeOH (0.402 mL, 1.76 mmol). The reaction mixture was heated at 65° C. for 90 min, then allowed to cool to rt. After the addition of 1N HCl solution (20.0 mL), the reaction mixture was allowed to stir at rt for 3 h. The mixture was basified by the addition of saturated NaHCO3 and the MeOH was evaporated. The mixture was extracted with EtOAc and the organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated to give methyl 4-{[7-({[3-{[(tert-butoxycarbonyl)amino]methyl}-5-(trifluoromethyl)phenyl]-amino}carbonyl)-5,6,7,8-tetrahydronaphthalen-2-yl]oxy}pyridine-2-carboxylate (2.08 g, 98.3%). LCMS: (FA) ES+ 600.3, ES− 598.4.

Provenance & Evidence