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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878740Generated: October 30, 2026

Sodium Carbonate → HCID 25016338, compound

https://huagongshe.com/reaction/1878740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantThiophene-3-boronic acidHCID 581760—
Reactant6-chloro-2-(2-(7-methoxyquinolin-4-yloxy)ethyl)pyridazin-3(2H)-oneHCID 59843012—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
ProductHCID 25016338HCID 2501633872.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 6-chloro-2-(2-(7-methoxyquinolin-4-yloxy)ethyl)pyridazin-3(2H)-one (0.090 g, 0.27 mmol) and 3-thiopheneboronic acid (0.069 g, 0.54 mmol) in 4 mL of dioxane was added 1 mL of 1N Na2CO3 followed by 30 mg of FibreCat, in a microwave vial. The reaction was heated to 120° C. for 30 minutes. The mixture was then diluted with 40 mL of NaHCO3 and 60 mL of EtOAc. The organic phase was separated, washed with 30 mL of brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtAOc to 10% MeOH/EtOAc) to give a white solid (0.074 g, 72% yield). MS (ESI pos. ion) m/z (MH+): 380.1. Calc'd Exact Mass for C20H17N3O3S: 379.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314087B2
Source datasetuspto-grants-2012_11
ORD IDord-fdd1f907aea84019b9c7e26a2c0bd03b
Source noteuspto-grants-2012_11