Réaction #1268636

ord-562c5c9a8cae4e3a9579cc716115c50c

Équation de réaction

O=C=NCc1ccc(C(F)(F)F)cc1
[4-(trifluoromethyl)benzyl]isocyanate
Cc1cc2c([N+](=O)[O-])cccc2cn1
3-methyl-5-nitroisoquinoline
Cc1cc2cccc([N+](=O)[O-])c2cn1
3-methyl-8-nitroisoquinoline
→
Cc1cc2cccc(NC(=O)NCc3ccc(C(F)(F)F)cc3)c2cn1
title compound
Cc1cc2cccc(NC(=O)NCc3ccc(C(F)(F)F)cc3)c2cn1
N-(3-Methylisoquinolin-8-yl)-N′-[4-(trifluoromethyl)benzyl]urea

Réactifs

O=C=NCc1ccc(C(F)(F)F)cc1
[4-(trifluoromethyl)benzyl]isocyanate
Cc1cc2c([N+](=O)[O-])cccc2cn1
3-methyl-5-nitroisoquinoline
Cc1cc2cccc([N+](=O)[O-])c2cn1
3-methyl-8-nitroisoquinoline
—
amines

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreIsomer separation of the products

Mode opératoire

A sample of 3-methyl-5-nitroisoquinoline (Description 44) enriched in the nitration byproduct 3-methyl-8-nitroisoquinoline was reduced according to Description 45 and the mixture of amines reacted with [4-(trifluoromethyl)benzyl]isocyanate (Description 58) according to the procedure of Description 61. Isomer separation of the products gave the title compound. m/z (ES+) 360 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07285563B2uspto-grants-2007_10