Methylamine → HCID 59441868, compound

Participants

Reaction Steps

A slurry of 5-chloro-8-fluoro-3-[(4-methylphenyl)sulfonyl]pyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-7(3H)-one hydrogen chloride (300 mg, 0.626 mmol) and 1-[(dimethylamino)acetyl]-6-methyl-1,2,3,4-tetrahydro-7-quinolinamine (155 mg, 0.626 mmol) in THF (50 mL) was heated at 70° C. for 20 h. The resulting mixture was allowed to cool to rt and was treated with a 2M MeNH2 solution in THF (10 mL). The reaction mixture was stirred at rt for 3 days, then concentrated onto Celite and purified by silica gel chromatography using 1-20% MeOH (containing 0.2% NH3)/CH2Cl2 to afford 2-({2-{[1-(N,N-dimethylglycyl)-6-methyl-1,2,3,4-tetrahydro-7-quinolinyl]amino}-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-6-fluoro-N-methylbenzamide (87 mg, 20%). ESIMS (M+H)+=685.18.

Provenance & Evidence