(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-hydrazine → 1-(4-Difluoromethoxy-phenyl)-3-[2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

HRID 1924576Notes

Reaction equation

HRID 1924576 reaction equation
[F:1][CH:2]([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[C:12]([C:17](=O)/[CH:18]=[CH:19]/[N:20](C)C)=[N:11]2)=[CH:6][CH:5]=1.[O:25]1[C:30]2[CH:31]=[CH:32][C:33]([NH:35]N)=[CH:34][C:29]=2[O:28][CH2:27][CH2:26]1>>[F:1][CH:2]([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[C:12]([C:17]3[N:35]([C:33]4[CH:32]=[CH:31][C:30]5[O:25][CH2:26][CH2:27][O:28][C:29]=5[CH:34]=4)[N:20]=[CH:19][CH:18]=3)=[N:11]2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 5164485(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-hydrazineHCID 593699781-(4-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one

Product 1

HCID 593700181-(4-Difluoromethoxy-phenyl)-3-[2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-oneYield 33%

Procedure

The product was obtained starting from 1-(4-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one (A-9) and (2,3-dihydro-benzo[1,4]dioxin-6-yl)-hydrazine according to the method described for Example 91 in 33% yield. MS: M=439.1 (M+H)+

Workup

  1. customThe product was obtained

Sources & evidence

ORD record
ord-4cf4108fb617497981fa0b3d22941b23
Source dataset
uspto-grants-2012_05
Patent number
US08178538B2

Reaction notes

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