2-Chloro-5-nitroquinoline → N2-(3-Cyclopropyl-phenyl)-N5-(1H-indol-4-ylmethyl)-quinoline-2,5-diamine

HRID 1170212Notes

Reaction equation

HRID 1170212 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.[CH:15]1([C:18]2[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=2)[NH2:21])[CH2:17][CH2:16]1.[NH:25]1[C:33]2[CH:32]=[CH:31][CH:30]=[C:29]([CH:34]=O)[C:28]=2[CH:27]=[CH:26]1>>[CH:15]1([C:18]2[CH:19]=[C:20]([NH:21][C:8]3[CH:7]=[CH:6][C:5]4[C:4]([NH:1][CH2:34][C:29]5[CH:30]=[CH:31][CH:32]=[C:33]6[C:28]=5[CH:27]=[CH:26][NH:25]6)=[CH:13][CH:12]=[CH:11][C:10]=4[N:9]=3)[CH:22]=[CH:23][CH:24]=2)[CH2:17][CH2:16]1

Participants

4

Reactant 3

HCID 3192512-Chloro-5-nitroquinolineHCID 333703Indole-4-carboxaldehydeHCID 120321393-Cyclopropylaniline

Product 1

HCID 24987135N2-(3-Cyclopropyl-phenyl)-N5-(1H-indol-4-ylmethyl)-quinoline-2,5-diamine

Procedure

The title compound, MS: m/e=405.5 (M+H+), was prepared from 5-nitro-2-chloroquinoline, 3-cyclopropylaniline and 4-indolecarbaldehyde as described in example 26.

Sources & evidence

ORD record
ord-e659b93f81554c678f7c5b3fd2ccb6ea
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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