4-Fluoroaniline → N5-(4-Fluoro-phenyl)-N2-(5-methyl-furan-2-ylmethyl)-quinoline-2,5-diamine

HRID 1170108Notes

Reaction equation

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

Participants

Reactant 3

HCID 97314-Fluoroaniline

HCID 27246835-Methyl-2-furylmethylamine

HCID 457894242-Chloro-5-iodoquinoline

Product 1

HCID 68433776N5-(4-Fluoro-phenyl)-N2-(5-methyl-furan-2-ylmethyl)-quinoline-2,5-diamine

Procedure

The title compound, MS: m/e=348.3 (M+H+), was prepared in accordance with the general method of example 1 from 5-iodo-2-chloroquinoline (CAS 455955-26-7), 5-methyl-2-furanmethanamine and 4-fluoroaniline.

Sources & evidence

ORD record: ord-e1ce07e67b074f5e8a0dcc0524bd398c
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825253B2

Reaction notes

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