Triethylamine → HCID 42610361, compound

Participants

Reaction Steps

A mixture of 0.059 g (0.00015 mole) of 4-(9-cyclobutyl-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid (I-23), 0.07 g (0.000185 mole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxide hexafluorophosphate, 0.05 mL (0.0004 mole) of 4-amino-1-methylpiperidine, 0.1 mL of triethylamine and 3 mL of dichloromethane was stirred for 2.5 hours at ambient temperature. The mixture 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 0.018 g of 4-(9-cyclobutyl-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide (I-24).

Provenance & Evidence