(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-hydrazine → 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-[2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

HRID 1924578Notes

Reaction equation

HRID 1924578 reaction equation
[F:1][C:2]1([F:25])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]3[CH:16]=[CH:15][C:14](=[O:17])[C:13]([C:18](=O)/[CH:19]=[CH:20]/N(C)C)=[N:12]3)=[CH:10][C:4]=2[O:3]1.[O:26]1[C:31]2[CH:32]=[CH:33][C:34]([NH:36][NH2:37])=[CH:35][C:30]=2[O:29][CH2:28][CH2:27]1>>[F:25][C:2]1([F:1])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]3[CH:16]=[CH:15][C:14](=[O:17])[C:13]([C:18]4[N:36]([C:34]5[CH:33]=[CH:32][C:31]6[O:26][CH2:27][CH2:28][O:29][C:30]=6[CH:35]=5)[N:37]=[CH:20][CH:19]=4)=[N:12]3)=[CH:10][C:4]=2[O:3]1

Participants

3

Reactant 2

HCID 5164485(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-hydrazineHCID 593701531-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one

Product 1

HCID 593700871-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-[2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-oneYield 22%

Procedure

The product was obtained starting from 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one (A-11) and (2,3-dihydro-benzo[1,4]dioxin-6-yl)-hydrazine according to the method described for Example 91 in 22% yield.

Workup

  1. customThe product was obtained

Sources & evidence

ORD record
ord-fbcf6f97c1d346b682b165a8f44dd724
Source dataset
uspto-grants-2012_05
Patent number
US08178538B2

Reaction notes

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