N-(3-Iodo-4-methylphenyl)-4-((4methylpiperazin-1-yl) methyl)-3-(trifluoromethyl)benzamide → N-(3-[(8-aminoisoquinolin-4-yl)ethynyl]-4-methylphenyl}-4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzamide

HRID 1255935Notes

Reaction equation

HRID 1255935 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[C:8]([NH2:13])[CH:9]=[CH:10][CH:11]=2)[CH:6]=[N:5][CH:4]=1)#[CH:2].I[C:15]1[CH:16]=[C:17]([NH:22][C:23](=[O:42])[C:24]2[CH:29]=[CH:28][C:27]([CH2:30][N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]3)=[C:26]([C:38]([F:41])([F:40])[F:39])[CH:25]=2)[CH:18]=[CH:19][C:20]=1[CH3:21]>>[NH2:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[CH:6]=[N:5][CH:4]=[C:3]2[C:1]#[C:2][C:15]1[CH:16]=[C:17]([NH:22][C:23](=[O:42])[C:24]2[CH:29]=[CH:28][C:27]([CH2:30][N:31]3[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH2:36]3)=[C:26]([C:38]([F:39])([F:40])[F:41])[CH:25]=2)[CH:18]=[CH:19][C:20]=1[CH3:21]

Participants

3

Reactant 2

HCID 46838911N-(3-Iodo-4-methylphenyl)-4-((4methylpiperazin-1-yl) methyl)-3-(trifluoromethyl)benzamideHCID 866323124-Ethynylisoquinolin-8-amine

Product 1

HCID 24871564N-(3-[(8-aminoisoquinolin-4-yl)ethynyl]-4-methylphenyl}-4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzamide

Procedure

The title compound can be synthesized from 4-ethynylisoquinolin-8-amine and N-(3-iodo-4-methylphenyl)-4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide in a manner similar to that described for Example 1. 4-ethynylisoquinolin-8-amine is prepared from 4-bromoisoquinolin-8-amine and ethynyitrimethylsilane according to the 2 steps procedure described in example 1.

Sources & evidence

ORD record
ord-52356a8b324f4993a4a42e403faa58cc
Source dataset
uspto-grants-2013_06
Patent number
US08461167B2

Reaction notes

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