4-Hydrazinoquinoline → 1-(4-Methanesulfonyl-phenyl)-3-(2-quinolin-4-yl-2H-pyrazol-3-yl)-1H-pyridazin-4-one

HRID 1924660Notes

Reaction equation

C[N:2](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]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)[N:8]=1)=O.[N:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28]([NH:35]N)=[CH:27][CH:26]=1>>[CH3:23][S:20]([C:17]1[CH:18]=[CH:19][C:14]([N:9]2[CH:10]=[CH:11][C:12](=[O:13])[C:7]([C:5]3[N:35]([C:28]4[C:29]5[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=5)[N:25]=[CH:26][CH:27]=4)[N:2]=[CH:3][CH:4]=3)=[N:8]2)=[CH:15][CH:16]=1)(=[O:22])=[O:21]

Participants

Reactant 2

HCID 70204114-Hydrazinoquinoline

HCID 593701413-((E)-3-Dimethylamino-acryloyl)-1-(4-methansulfonyl-phenyl)-1H-pyridazin-4-one

Product 1

HCID 593701211-(4-Methanesulfonyl-phenyl)-3-(2-quinolin-4-yl-2H-pyrazol-3-yl)-1H-pyridazin-4-one

Procedure

The product was obtained starting from 3-((E)-3-Dimethylamino-acryloyl)-1-(4-methansulfonyl-phenyl)-1H-pyridazin-4-one (A-16) and quinolin-4-yl-hydrazine according to the method described for example 43. MS: M=444.3 (M+H)+

Workup

customThe product was obtained

Sources & evidence

ORD record: ord-4d80815cb06e4df09268f184ebb56f1a
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178538B2

Reaction notes

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