Dimethylamine → HCID 57635028, compound

Participants

Reaction Steps

A mixture of 0.047 g (0.00012 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), 0.050 g (0.00013 mole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxide hexafluorophosphate, 0.1 mL (0.0002 mole) of 2M dimethylamine in tetrahydrofuran, 0.075 mL of triethylamine and 2 mL of dichloromethane was stirred overnight at ambient temperature. The mixture was diluted with 3 mL of dichloromethane, washed with 2.5 mL of 0.2 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 0.033 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,N-dimethyl-benzamide (I-35)

Provenance & Evidence