5-chloro-8-fluoro-3-[(4-methylphenyl)sulfonyl]pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one → N1-[3-({8-fluoro-3-[(4-methylphenyl)sulfonyl]-7-oxo-3,7-dihydropyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-5-yl}amino)-4-(methyloxy)phenyl]-N1,N2,N2-trimethylglycinamide

Participants

Reaction Conditions

Reaction Steps

A suspension of 5-chloro-8-fluoro-3-[(4-methylphenyl)sulfonyl]pyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-7(3H)-one (2.00 g, 4.17 mmol) and N1-[3-amino-4-(methyloxy)phenyl]-N1,N2,N2-trimethylglycinamide (1.040 g, 4.38 mmol) in tetrahydrofuran (75 ml) was maintained at 65° C. for 16 hours in a sealed pressure tube. The reaction was cooled, taken to a residue under reduced pressure, and partitioned between dichloromethane/saturated sodium bicarbonate with 2,2,2-trifluoroethanol added until all solids had dissolved. The organic layer was separated, taken to a residue under reduced pressure, and triturated with diethyl ether to afford analytically pure N1-[3-({8-fluoro-3-[(4-methylphenyl)sulfonyl]-7-oxo-3,7-dihydropyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-5-yl}amino)-4-(methyloxy)phenyl]-N1,N2,N2-trimethylglycinamide (2.55 g, 3.96 mmol, 95% yield) as a pale yellow solid. ESIMS (M+H)+=644.

Provenance & Evidence