3-Methyl-5-nitroisoquinoline → HCID 69522806, compound

HRID 1181454Notes

Reaction equation

HRID 1181454 reaction equation
CC1N=CC2C(C=1)=C([N+]([O-])=O)C=CC=2.[CH3:15][C:16]1[N:17]=[CH:18][C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][C:20]=2[N+:26]([O-])=O.[F:29][C:30]([F:42])([F:41])[C:31]1[CH:40]=[CH:39][C:34]([CH2:35][N:36]=[C:37]=[O:38])=[CH:33][CH:32]=1>>[CH3:15][C:16]1[N:17]=[CH:18][C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][C:20]=2[NH:26][C:37]([NH:36][CH2:35][C:34]1[CH:33]=[CH:32][C:31]([C:30]([F:29])([F:42])[F:41])=[CH:40][CH:39]=1)=[O:38]

Participants

4

Reactant 3

HCID 2749733-Methyl-5-nitroisoquinolineHCID 21567172HCID 21567172, compoundHCID 223376994-(Trifluoromethyl)benzyl isocyanate

Product 1

HCID 69522806HCID 69522806, compound

Procedure

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)+.

Workup

  1. customIsomer separation of the products

Sources & evidence

ORD record
ord-562c5c9a8cae4e3a9579cc716115c50c
Source dataset
uspto-grants-2007_10
Patent number
US07285563B2

Reaction notes

Loading…