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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924549Generated: October 29, 2026

Stannous Chloride → 1-(3-Methanesulfonyl-phenyl)-3-[2-(5,6,7,8-tetrahydro-isoquinolin-1-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

https://huagongshe.com/reaction/1924549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous ChlorideHCID 24479—
Reactant5,6,7,8-Tetrahydroisoquinolin-1-amineHCID 15871186—
ReactantSodium NitriteHCID 23668193—
Reactant(5,6,7,8-Tetrahydro-isoquinolin-1-yl)-hydrazineHCID 55281931—
Reactant3-((E)-3-Dimethylamino-acryloyl)-1-(3-methansulfonyl-phenyl)-1H-pyridazin-4-oneHCID 59370171—
Product1-(3-Methanesulfonyl-phenyl)-3-[2-(5,6,7,8-tetrahydro-isoquinolin-1-yl)-2H-pyrazol-3-yl]-1H-pyridazin-4-oneHCID 59370002—

Reaction Steps

Reaction of 3-((E)-3-dimethylamino-acryloyl)-1-(3-methansulfonyl-phenyl)-1H-pyridazin-4-one (A-7) and (5,6,7,8-tetrahydro-isoquinolin-1-yl)-hydrazine (prepared from the commercial 5,6,7,8-tetrahydro-isoquinolin-1-ylamine using sodium nitrite and tin(II) chloride in analogy to that described in J. Med. Chem. 2003, 46, 4676-4686) according to example 43 gave the desired product. MS: M=448.0 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178538B2
Source datasetuspto-grants-2012_05
ORD IDord-9438331f3fe644618ce83c76aa321e2a
Source noteuspto-grants-2012_05