Dimethylacetamide → HCID 67281509, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-2-[2-(3-bromophenyl)-[1,4]oxazepan-4-yl]-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (A079) (1.0 g, 2.26 mmol) in N,N-dimethylacetamide (7.5 ml) was added zinc cyanide (0.292 g, 2.49 mmol) and tetrakis(triphenylphosphine) palladium(0) (523 mg, 0.452 mmol) at room temperature under nitrogen atmosphere. The mixture was stirred at 110° C. for 8 hours. The resulting mixture was filtered through a pad of Celite and partitioned between aqueous sodium hydrogen carbonate and chloroform. The organic layer was washed with water, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluant: chloroform/acetone=4/1) to afford (R)-2-[2-(3-cyanophenyl)-[1,4]oxazepan-4-yl]-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (A039) as pale yellow solid (745 mg, 85%).

Provenance & Evidence