5-Hydrazinylisoquinoline → 3-(2-Isoquinolin-5-yl-2H-pyrazol-3-yl)-1-(4-trifluoromethoxy-phenyl)-1H-pyridazin-4-one

HRID 1924693Notes

Reaction equation

CN(C)/[CH:3]=[CH:4]/[C:5]([C:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=2)[N:8]=1)=O.[CH:26]1[C:35]2[C:30](=[C:31]([NH:36][NH2:37])[CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][N:27]=1>>[CH:26]1[C:35]2[C:30](=[C:31]([N:36]3[C:5]([C:7]4[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]5[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:22])[F:23])=[CH:16][CH:15]=5)[N:8]=4)=[CH:4][CH:3]=[N:37]3)[CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][N:27]=1

Participants

Reactant 2

HCID 132664235-Hydrazinylisoquinoline

HCID 593700343-((E)-3-Dimethylamino-acryloyl)-1-(4-trifluoromethoxy-phenyl)-1H-pyridazin-4-one

Product 1

HCID 593699733-(2-Isoquinolin-5-yl-2H-pyrazol-3-yl)-1-(4-trifluoromethoxy-phenyl)-1H-pyridazin-4-one

Procedure

The product was obtained starting from 3-((E)-3-Dimethylamino-acryloyl)-1-(4-trifluoromethoxy-phenyl)-1H-pyridazin-4-one (A-8) and isoquinolin-5-yl-hydrazine according to the method described for example 91. MS: M=450.1 (M+H)+

Workup

customThe product was obtained

Sources & evidence

ORD record: ord-bbe9fc0549eb4b679ed343cf2ee356e9
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178538B2

Reaction notes

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