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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924570Generated: October 27, 2026

Stannous Chloride → 3-(2-Benzo[1,3]dioxol-5-yl-2H-pyrazol-3-yl)-1-(3-difluoromethoxy-phenyl)-1H-pyridazin-4-one

https://huagongshe.com/reaction/1924570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous ChlorideHCID 24479—
Reactant1,3-Benzodioxol-5-ylhydrazineHCID 12658441—
ReactantSodium NitriteHCID 23668193—
Reactant1-(3-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-oneHCID 59370014—
Product3-(2-Benzo[1,3]dioxol-5-yl-2H-pyrazol-3-yl)-1-(3-difluoromethoxy-phenyl)-1H-pyridazin-4-oneHCID 5937017216%

Reaction Steps

The product was obtained starting from 1-(3-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one (A-10) and benzo[1,3]dioxol-5-yl-hydrazine (prepared from the corresponding amino derivative using sodium nitrite and tin(II) chloride as described in J. Med. Chem. 2003, 46, 4676-4686) according to the method described for Example 91 in 16% yield. MS: M=425.2 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178538B2
Source datasetuspto-grants-2012_05
ORD IDord-fe605f22d3804a54a919b127e1a3b22d
Source noteuspto-grants-2012_05