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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1349478Generated: October 31, 2026

Water → 3-Benzyloxy-1-(2,2-dimethoxyethyl)-4-oxo-5-phenyl-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide

https://huagongshe.com/reaction/1349478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant3-Benzyloxy-5-bromo-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamideHCID 58859131—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Benzyloxy-1-(2,2-dimethoxyethyl)-4-oxo-5-phenyl-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamideHCID 5885914180.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-benzyloxy-5-bromo-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (70 mg) obtained in Example 161, Step 2 in dimethoxyethane (1.4 ml)-water (0.7 ml) were successively added phenylboronic acid (32 mg), tetrakis(triphenylphosphine)palladium(0) (31 mg) and sodium carbonate (42 mg), and the mixture was stirred at 80° C. for 2 hr. After cooling to room temperature, the mixture was purified by silica gel column chromatography (ethyl acetate:hexane=1:3–1:1) to give 3-benzyloxy-1-(2,2-dimethoxyethyl)-4-oxo-5-phenyl-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (56 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211572B2
Source datasetuspto-grants-2007_05
ORD IDord-6d50a8e7c352461b87126fb5ed061766
Source noteuspto-grants-2007_05