Reaction #925

Reaction equation

HCl

Methyl 2-(aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate

phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate

DBU

→

oil

Methyl 2-[[[[(4-Methoxy-6-methyl-1,3,6-triazin-2-yl)amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-3-carboxylate

Solvents

water

acetonitrile

Conditions

Workup

1. 1
   Filtrationthe resulting precipitate was collected by filtration
2. 2
   Washrinsed successively with water and ether
3. 3
   Otherdried

Procedure

Methyl 2-(aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate (0.10 g, 0.46 mmol) and 0.13 g (0.50 mmol) of phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate were combined in 2 mL of acetonitrile and 0.075 mL of DBU was added and the resulting amber solution was stirred at ambient temperature for 30 min. The reaction mixture was diluted with 15 mL of water and acidified with 0.5 mL 1N HCl and the resulting precipitate was collected by filtration and rinsed successively with water and ether, then dried to afford 0.13 g oil the title compound as a white solid, m.p. 189°-190° C. (dec).

Source