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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19583Generated: October 26, 2026

Ethanol → N-cyclopropyl-3-(7-(3-fluoro-2-methoxyphenyl)thieno[2,3-d]pyridazin-2-yl)-4-methylbenzamide

https://huagongshe.com/reaction/19583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantB-(3-Fluoro-2-methoxyphenyl)boronic acidHCID 21931617—
Reactant3-(7-chlorothieno[2,3-d]pyridazin-2-yl)-N-cyclopropyl-4-methylbenzamideHCID 86618193—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-cyclopropyl-3-(7-(3-fluoro-2-methoxyphenyl)thieno[2,3-d]pyridazin-2-yl)-4-methylbenzamideHCID 68562336—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-(7-chlorothieno[2,3-d]pyridazin-2-yl)-N-cyclopropyl-4-methylbenzamide (90 mg, 0.26 mmol), 3-fluoro-2-methoxyphenylboronic acid (67 mg, 0.39 mmol), Pd(PPh3)2Cl2 (18 mg, 0.03 mmol), and sodium carbonate (83 mg, 0.78 mmol) in a mixture of DME, ethanol and H2O (7:2:3, 2 ml) was heated to 150° C. for 15 min in the Emrys Optimizer® microwave. The mixture was diluted with MeOH and concentrated over SiO2. Column chromatography (MeOH/CH2Cl2=0→2%) afforded the desired product. Yield: 59 mg. MS (ESI, pos. ion) m/z: 434 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745449B2
Source datasetuspto-grants-2010_06
ORD IDord-d9b436b7e4904744ba60e825cd7e082d
Source noteuspto-grants-2010_06