2-Chloro-5-nitroquinoline → N5-(7-Fluoro-1H-indol-4-yl)-N2-(5-methyl-furan-2-ylmethyl)-quinoline-2,5-diamine

HRID 1170171Notes

Reaction equation

HRID 1170171 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](Cl)=[N:9]2)([O-])=O.[CH3:15][C:16]1[O:20][C:19]([CH2:21][NH2:22])=[CH:18][CH:17]=1.Br[C:24]1[CH:32]=[CH:31][C:30]([F:33])=[C:29]2[C:25]=1[CH:26]=[CH:27][NH:28]2>>[F:33][C:30]1[CH:31]=[CH:32][C:24]([NH:1][C:4]2[C:5]3[CH:6]=[CH:7][C:8]([NH:22][CH2:21][C:19]4[O:20][C:16]([CH3:15])=[CH:17][CH:18]=4)=[N:9][C:10]=3[CH:11]=[CH:12][CH:13]=2)=[C:25]2[C:29]=1[NH:28][CH:27]=[CH:26]2

Participants

4

Reactant 3

HCID 3192512-Chloro-5-nitroquinolineHCID 27246835-Methyl-2-furylmethylamineHCID 38225414-Bromo-7-fluoroindole

Product 1

HCID 24990477N5-(7-Fluoro-1H-indol-4-yl)-N2-(5-methyl-furan-2-ylmethyl)-quinoline-2,5-diamine

Procedure

The title compound, MS: m/e=387.1 (M+H+), was prepared in accordance with the general method of example 38 from 5-nitro-2-chloroquinoline, 5-methyl-2-furanmethanamine and 4-bromo-7-fluoroindole.

Sources & evidence

ORD record
ord-20618037817f4f58b08acd7d924cf02c
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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