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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499887Generated: October 31, 2026

Ammonium formate → 2-[2-ethyl-3,5-dihydroxy-6-(4-methoxybenzoyl)phenyl]-N-(2-hydroxyethyl)-N-(2-morpholinoethyl)acetamide

https://huagongshe.com/reaction/499887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant2-[3,5-Diallyloxy-2-ethyl-6-(4-methoxybenzoyl)phenyl]-N-(2-hydroxyethyl)-N-(2-morpholinoethyl)acetamideHCID 23116514—
CatalystHCID 178424408HCID 178424408—
Solvent1,4-DioxaneHCID 31275—
Product2-[2-ethyl-3,5-dihydroxy-6-(4-methoxybenzoyl)phenyl]-N-(2-hydroxyethyl)-N-(2-morpholinoethyl)acetamideHCID 2311621152.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-[3,5-Diallyloxy-2-ethyl-6-(4-methoxybenzoyl)-phenyl]-N-(2-hydroxyethyl)-N-(2-morpholinoethyl)acetamide (0.31 g, 0.55 mmol) obtained in Example 110, Step 2 was dissolved in 1,4-dioxane (1.5 mL), and ammonium formate (0.14 g, 2.2 mmol) and bis(triphenylphosphine)palladium (II) dichloride (0.012 g, 0.017 mmol) were added thereto, followed by stirring at 100° C. for 1.5 hours in an atmosphere of argon. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified by C18 silica gel column chromatography (water-water/acetonitrile=1/1) to obtain Compound III (0.14 g, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767693B2
Source datasetuspto-grants-2010_08
ORD IDord-c406834d1bc14f3fa4d1df60f70e1f8e
Source noteuspto-grants-2010_08