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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092079Generated: October 25, 2026

Triethylamine → Ethyl 2-[5-bromo-4-(4-ethoxy-3-methoxybenzylamino)-6-oxopyridazin-1(6H)-yl]acetate

https://huagongshe.com/reaction/2092079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant(3-Ethoxy-4-methoxyphenyl)methanamineHCID 6486613—
ReactantEthyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetateHCID 59574424—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductEthyl 2-[5-bromo-4-(4-ethoxy-3-methoxybenzylamino)-6-oxopyridazin-1(6H)-yl]acetateHCID 5957440498%

Reaction Steps

Ethyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetate (500 mg, 1.47 mmol) and 3-ethoxy-4-methoxybenzylamine (960 mg, 4.41 mmol) in 1,4-dioxane-water (1:1, 5 mL) were stirred with triethylamine (0.615 mL) at 100° C. for 2.5 hours. After cooling, ethyl acetate was added, and the organic layer was washed with saturated aqueous ammonium chloride and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation. The resulting residue was purified by silica gel chromatography (chloroform/2-propanol=20/1) to give the desired product (640 mg, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440666B2
Source datasetuspto-grants-2013_05
ORD IDord-0307eab1e9d14161a0f584c830d888b5
Source noteuspto-grants-2013_05