Ammonium Hydroxide → HCID 89544977, compound

Participants

Reaction Conditions

Reaction Steps

Step 2 To a solution of {(R)-1-[3-(5-bromo-pyridine-2-carbonyl)-4-chloro-2-fluoro-phenyl]-propyl}-carbamic acid tert-butyl ester (371 mg, 0.79 mmol) in NMP (2 mL) was added copper (I) oxide (23 mg, 0.16 mmol, 0.2 eq.) and ammonium hydroxide (˜29% in water, 2 mL) in a Reacti-vial and the mixture heated at 80° C. for 4 h. The mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic phase extracted with further EtOAc (10 mL). Combined organic phase was washed with water (3×20 mL) and brine (10 mL) before it was dried (MgSO4), filtered and concentrated. Purified by silica column, 25 M, eluting 25-80% EtOAc in petrol to give {(R)-1-[3-(5-amino-pyridine-2-carbonyl)-4-chloro-2-fluoro-phenyl]-propyl}-carbamic acid tert-butyl ester (226 mg, 0.55 mmol, 70%). [M+H]+ 408

Provenance & Evidence