Picolinic acid → Ethyl 6,7,9,10-tetrahydro-4-oxo-10-[(2-pyridinylcarbonyl)amino]-2-(4-pyrimidinyl)pyrimido[1,2-d][1,4]diazepine-8(4H)-carboxylate

Participants

Reaction Steps

To a solution of 0.100 g (0.30 mmol) of (+/−)-9-amino-4-oxo-2-pyrimidin-4-yl-5,6,8,9-tetrahydro-4H-1,4a,7-triaza-benzocycloheptene-7-carboxylic acid ethyl ester dissolved in 1.50 mL of dimethylformamide was added 0.041 g (0.33 mmol) of 2-pyridine carboxylic acid. To the resulting mixture was added 50 μL (0.33 mmol) of diethyl cyanophosphonate and 130 μL (0.91 mmol) of triethylamine at 0° C. The resulting mixture was stirred at room temperature for 15 hours. Water and ethyl acetate were added and the mixture was stirred. The resulting residue was filtered, washed with water, ethyl acetate and diethyl ether to afford 0.098 g (76%) of the pure product as a white powder.

Provenance & Evidence