1,4-Dimethylpiperazine → 1-{[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylcarbamoyl]-methyl}-1,4-dimethyl-piperazin-1-ium chloride

HRID 1497783Notes

Reaction equation

HRID 1497783 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[N:38]=[C:9]2[C:10]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=3)=[C:11]([CH3:27])[C:12]([C:14]3[N:15]([C:19]4[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=4)[N:16]=[CH:17][CH:18]=3)=[CH:13][N:8]2[N:7]=1)=[O:4].[CH3:39][N:40]1[CH2:45][CH2:44][N:43]([CH3:46])[CH2:42][CH2:41]1>>[Cl-:1].[C:25]([C:22]1[CH:23]=[CH:24][C:19]([N:15]2[C:14]([C:12]3[C:11]([CH3:27])=[C:10]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=4)[C:9]4[N:8]([N:7]=[C:6]([NH:5][C:3]([CH2:2][N+:40]5([CH3:39])[CH2:45][CH2:44][N:43]([CH3:46])[CH2:42][CH2:41]5)=[O:4])[N:38]=4)[CH:13]=3)=[CH:18][CH:17]=[N:16]2)=[CH:20][CH:21]=1)#[N:26]

Participants

3

Reactant 2

HCID 78181,4-DimethylpiperazineHCID 867081032-Chloro-N-[6-[2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide

Product 1

HCID 730520771-{[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylcarbamoyl]-methyl}-1,4-dimethyl-piperazin-1-ium chloride

Procedure

The title compound was prepared from 2-chloro-N-[6-[2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide (Int. 17, 80 mg, 0.149 mmol) and 1,4-dimethyl-piperazine (34 mg, 0.298 mmol) using a similar method to that employed for Example 18 (step 2) (38 mg).

Sources & evidence

ORD record
ord-57c843ad6fbf4b6dbda77436f5cd70ab
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

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