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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920914Generated: November 1, 2026

Sodium Carbonate → HCID 86683126, compound

https://huagongshe.com/reaction/920914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 86683127HCID 86683127—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86683126HCID 8668312680.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-bromo-5-(2,2-difluoro-2-(quinolin-2-yl)ethyl)thieno[2,3-d]pyridazin-4(5H)-one (0.118 mmol), pyridin-4-yl boronic acid (0.118 mmol), Na2CO3 (31.4 mg, 0.296 mmol) and PdCl2(dppf)-CH2Cl2 adduct (9.67 mg, 0.012 mmol) in dioxane (1.5 mL) and water (0.5 mL) was stirred at 100° C. for 2 h. The solvent was evaporated and the residue was purified by Pre-TLC (PE/EA=1/1) to give a crude yellow solid. The solid was dissolved in DCM (1.5 mL) and filtered. The white solid obtained was the title compound (40 mg, yield 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273068B2
Source datasetuspto-grants-2016_03
ORD IDord-c86daa47f9924040946a8b5e1ae46e36
Source noteuspto-grants-2016_03