3-Methoxybenzylamine → N5-(3-Methoxy-benzyl)-N2-(2-methoxy-benzyl)-quinoline-2,5-diamine

HRID 1170075Notes

Reaction equation

Br[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](Cl)=[N:7]2.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH2:18].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][NH2:29]>>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][NH:29][C:2]1[C:3]2[CH:4]=[CH:5][C:6]([NH:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[O:14][CH3:13])=[N:7][C:8]=2[CH:9]=[CH:10][CH:11]=1

Participants

Reactant 3

HCID 211563-Methoxybenzylamine

HCID 812922-Methoxybenzylamine

HCID 142210335-Bromo-2-chloroquinoline

Product 1

HCID 24987133N5-(3-Methoxy-benzyl)-N2-(2-methoxy-benzyl)-quinoline-2,5-diamine

Procedure

The title compound, MS: m/e=400.3 (M+H+), was prepared in accordance with the general method of example 1 from 5-bromo-2-chloroquinoline, 2-methoxybenzylamine and 3-methoxybenzylamine.

Sources & evidence

ORD record: ord-bac3da8d30924f9aac154f95110ef6b6
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825253B2

Reaction notes

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