Nitrogen → (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2,5-dimethylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a vial was charged with (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-5-iodo-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate (50 mg, 0.10 mmol), MeBF3K (24 mg, 0.20 mmol), Pd(OAc)2 (2.2 mg, 0.01 mmol), Ru-Phos (9.3 mg, 0.02 mmol), and Cs2CO3 (97 mg, 0.3 mmol). The vial was sealed, vacuumed, and refilled with N2. PhMe/H2O (0.5/0.05 mL) was added, and the reaction mixture was heated at 80° C. overnight. The reaction mixture was diluted with water, extracted with EtOAc, washed with brined and dried. The crude product was purified with prep-TLC (5% MeOH/DCM) to give title compound: LC/MS: [(M+1-56)]+=334.3.

Provenance & Evidence