4-Methylmorpholine → 4-Bromo-1-[4-(3-chloro-4-fluoro-phenylamino)-5,8-dihydro-6H-9-thia-1,3,7-triaza-fluoren-7-yl]-but-2-en-1-one

Participants

Reaction Steps

To a solution of 4-Bromo crotonic acid (2.07 g, 0.012 mol) in dichloromethane (48 ml) at 0-5° C. was added isobutyl chloroformate (1.70 ml, 0.013 mol) followed by 4-methylmorpholine (1.40 ml, 0.013 mol) under nitrogen. This mixture was stirred at this temp. for one hour. The resulting suspension was added to a cooled solution of (3-Chloro-4-fluoro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amine (4.0 g, 0.012 mol) in dichloromethane (200 ml) over a period of 10 min. This mixture was stirred at RT for 1.5 hours. TLC (10% MeOH/DCM) shows no starting material present. The mixture was used as such in further reaction. LCMS RT=3.55 min, [M+H]+=483.04.

Provenance & Evidence