Morpholine → HCID 57635016, compound

Participants

Reaction Steps

A mixture of 0.04 g (0.000095 mole) of 4-(9-cyclohexyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-methoxy-benzoic acid (I-28a), 0.055 g (0.00015 mole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxide hexafluorophosphate, 0.015 mL (0.00017 mole) of morpholine, 0.04 mL of triethylamine and 2 mL of dichloromethane was stirred overnight at ambient temperature. The mixture was washed with 1 mL of water then with 1.1 mL of 0.34 M sodium hydroxide. The dichloromethane layer was concentrated under reduced pressure, and the residue purified by C18 reverse phase silica gel chromatography, eluting with an acetonitrile-water gradient (10:90-100:0) to give 0.0069 g of 9-cyclohexyl-2-[2-methoxy-4-(morpholine-4-carbonyl)-phenylamino]-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (I-31)

Provenance & Evidence