Hydroxylamine → HCID 67282013, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-2-[2-(3-cyano-phenyl)-[1,4]oxazepan-4-yl]-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (A039) (250 mg, 0.644 mmol) in ethanol (1.29 ml) was added 50 wt. %—hydroxylamine aqueous solution (128 mg, 1.93 mmol) at room temperature. The mixture was stirred at 80° C. for 2 hours and concentrated. The residue was partitioned between water and chloroform. The organic layer was dried over sodium sulfate and concentrated in vacuo. To the residue was added toluene (1.29 ml) and N,N-dimethylformamide dimethylacetal (190 mg, 1.29 mmol) at room temperature. After the mixture was refluxed for 2 hours, the solvent was evaporated. The residue was purified by silica gel column chromatography (eluant: chloroform/methanol=98/2) to afford (S)-1-Methyl-2-{2-[3-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]-[1,4]oxazepan-4-yl}-1H-[4,4′]bipyrimidinyl-6-one (A030) as white solid (254 mg, 89%).

Provenance & Evidence