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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239364Generated: October 31, 2026

Toluene → 2-(4-Chlorophenyl)-6-{[6-(piperidin-4-yloxy)pyridin-2-yl]methyl}thieno[2,3-d]pyridazin-7(6H)-one

https://huagongshe.com/reaction/2239364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactanttert-Butyl 4-[(6-{[2-(4-chlorophenyl)-7-oxothieno[2,3-d]pyridazin-6(7H)-yl]methyl}pyridin-2-yl)oxy]piperidine-1-carboxylateHCID 68711796—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Product2-(4-Chlorophenyl)-6-{[6-(piperidin-4-yloxy)pyridin-2-yl]methyl}thieno[2,3-d]pyridazin-7(6H)-oneHCID 68707338—

Reaction Steps

tert-butyl 4-[(6-{[2-(4-chlorophenyl)-7-oxothieno[2,3-d]pyridazin-6(7H)-yl]methyl}pyridin-2-yl)oxy]piperidine-1-carboxylate (0.22 g, 0.39 mmol) was dissolved in DCM/TFA 5:1 (6 mL) and stirred for 1 hour. The reaction mixture was co-evaporated with toluene, dissolved in DCM (20 mL) and washed with sat. NaHCO3(aq.)/water 1:1 (30 mL). The resulting water phase was extracted with DCM (3×20 mL). The combined organics were dried over a phase separator and concentrated in vacuo to give the product. Yield: 0.16 g (89%). MS (ESI+) 453.06 (M+1H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723331B2
Source datasetuspto-grants-2010_05
ORD IDord-79d1a024d0e947948477b373829a7618
Source noteuspto-grants-2010_05