Ammonia → HCID 66818714, compound

Participants

Reaction Conditions

Reaction Steps

0.6 g (1.05 mmol) of 4-[3-(4-tert-butoxycarbonylamino-cyclohexylcarbamoyl)-5-(4-cyano-phenoxy)-phenoxy]-benzoic acid was dissolved in 15 ml of THF. At −10° C. 0.18 ml (1.57 mmol) of N-methylmorpholine was added. The reaction mixture was stirred for 15 min at 0° C. 0.14 ml (1.36 mmol) of tert-butylchloroformate was added and the reaction mixture was stirred for 1 h at RT. Further 6.0 ml of 30% of ammonia solution was added during 10 min at 0° C. and reaction progress was monitored by TLC. Upon completion of the reaction the contents were diluted with 50 ml ethyl acetate. Organic layer was separated and Washed with 3×50 ml saturated sodium bicarbonate solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 0.4 g of the required product. Percentage purity (LCMS): 60.0%, (M+1)=570.2.

Provenance & Evidence