4-Ethynylcinnoline → 3-(cinnolin-4-ylethynyl)-N-[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]-4-methylbenzamide

HRID 1255944Notes

Reaction equation

HRID 1255944 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[N:5][CH:4]=1)#[CH:2].[OH:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:39])[C:31]3[CH:36]=[CH:35][C:34]([CH3:37])=[C:33](I)[CH:32]=3)=[CH:25][C:24]=2[C:40]([F:43])([F:42])[F:41])[CH2:18][CH2:17]1>>[N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]([C:1]#[C:2][C:35]2[CH:36]=[C:31]([CH:32]=[CH:33][C:34]=2[CH3:37])[C:30]([NH:29][C:26]2[CH:27]=[CH:28][C:23]([CH2:22][N:19]3[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][OH:13])[CH2:17][CH2:18]3)=[C:24]([C:40]([F:43])([F:42])[F:41])[CH:25]=2)=[O:39])=[CH:4][N:5]=1

Participants

3

Reactant 2

HCID 577751514-EthynylcinnolineHCID 66736595N-(4-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide

Product 1

HCID 577751863-(cinnolin-4-ylethynyl)-N-[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]-4-methylbenzamide

Procedure

The title compound can be synthesized from 4-ethynylcinnoline and N-(4-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide in a manner similar to that described for Example 1.

Sources & evidence

ORD record
ord-c1577e34d36d411c9da19678d4d26220
Source dataset
uspto-grants-2013_06
Patent number
US08461167B2

Reaction notes

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