6-Piperazino-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine → ethyl (2E)-3-[4-([4-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin-1-yl]methyl)phenyl]prop-2-enoate

HRID 1675032Notes

Reaction equation

HRID 1675032 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=1)=O.[N:16]1([C:22]2[CH:23]=[CH:24][C:25]3[N:26]([C:28]([C:31]([F:34])([F:33])[F:32])=[N:29][N:30]=3)[N:27]=2)[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[F:34][C:31]([F:32])([F:33])[C:28]1[N:26]2[N:27]=[C:22]([N:16]3[CH2:21][CH2:20][N:19]([CH2:1][C:3]4[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=4)[CH2:18][CH2:17]3)[CH:23]=[CH:24][C:25]2=[N:30][N:29]=1

Participants

3

Reactant 2

HCID 14768626-Piperazino-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazineHCID 13170167HCID 13170167, compound

Product 1

HCID 67339456ethyl (2E)-3-[4-([4-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin-1-yl]methyl)phenyl]prop-2-enoateYield 59%

Procedure

A mixture of ethyl (E)-3-(4-formylphenyl)prop-2-enoate and 6-(piperazin-1-yl)-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine was allowed to react by General Synthetic Method 7 to give ethyl (2E)-3-[4-([4-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin-1-yl]methyl)phenyl]prop-2-enoate in 59% yield.

Workup

  1. customto react by General Synthetic Method 7

Sources & evidence

ORD record
ord-287f5d7993da490488b325dd0f50ba51
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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