Reaktion #1168430

ord-58a144d62464455db9ecb09282cc86f6

Reaktionsgleichung

Cl
HCl
COC(=O)c1ccn(C)c1S(N)(=O)=O
Methyl 2-(aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate
COc1nc(C)nc(NC(=O)Oc2ccccc2)n1
phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate
C1CCC2=NCCCN2CC1
DBU
COC(=O)c1ccn(C)c1S(=O)(=O)NC(=O)Nc1nc(C)nc(OC)n1
title compound
Ausbeute 73.5%
COC(=O)c1ccn(C)c1S(=O)(=O)NC(=O)Nc1nc(C)nc(OC)n1
Methyl 2-[[[[(4-Methoxy-6-methyl-1,3,5-triazin -2-yl)amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-3-carboxylate
Ausbeute 73.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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 of the title compound as a white solid, m.p. 189°-190° C. (dec).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05585328uspto-grants-1996_12