Methyl iodide → HCID 87618245, compound

Participants

Reaction Steps

To an ice cooled mixture of 0.46 g (0.0016 mole) of (rac)-2-chloro-7-methyl-9-phenyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-51), 0.15 mL (0.00239 mole) of iodomethane and 10 mL of dimethylformamide was added 0.10 g (0.00239 mole) of a 60% oil dispersion of sodium hydride. The mixture was stirred at 0 degrees for 2 hours, and then partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed successively with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with hexanes-ethyl acetate (100:0-60:40) to give 0.30 g of (rac)-2-chloro-5,7-dimethyl-9-phenyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-51) as white powder. HRMS (ES+) m/z Calcd for C15H15CLN4O+H [(M+H)+]: 303.1007. Found: 303.1006.

Provenance & Evidence