5-Hydrazinylisoquinoline → 3-(2-Isoquinolin-5-yl-2H-pyrazol-3-yl)-1-[3-(pyrrolidine-1-sulfonyl)-phenyl]-1H-pyridazin-4-one

HRID 1924729Notes

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][CH:17]=[C:16]([S:20]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)(=[O:22])=[O:21])[CH:15]=2)[N:8]=1)=O.[CH:29]1[C:38]2[C:33](=[C:34]([NH:39][NH2:40])[CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][N:30]=1>>[CH:29]1[C:38]2[C:33](=[C:34]([N:39]3[C:5]([C:7]4[C:12](=[O:13])[CH:11]=[CH:10][N:9]([C:14]5[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([N:23]6[CH2:27][CH2:26][CH2:25][CH2:24]6)(=[O:21])=[O:22])[CH:15]=5)[N:8]=4)=[CH:4][CH:3]=[N:40]3)[CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][N:30]=1

Participants

Reactant 2

HCID 132664235-Hydrazinylisoquinoline

HCID 59370023HCID 59370023, compound

Product 1

HCID 593701683-(2-Isoquinolin-5-yl-2H-pyrazol-3-yl)-1-[3-(pyrrolidine-1-sulfonyl)-phenyl]-1H-pyridazin-4-one

Procedure

The product was obtained starting from 3-((E)-3-Dimethylamino-acryloyl)-1-[3-(pyrrolidine-1-sulfonyl)-phenyl]-1H-pyridazin-4-one (A-29) and isoquinolin-5-yl-hydrazine according to the method described for example 91. MS: M=499.3 (M+H)+

Workup

customThe product was obtained

Sources & evidence

ORD record: ord-cdd2fc21636b4a50b17dcf700d04220f
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178538B2

Reaction notes

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