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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82492Generated: October 25, 2026

Nicotinic Acid → [(Pyridine-3-carbonyl)-amino]-acetic acid 4-allyl-2-methoxy-phenyl ester

https://huagongshe.com/reaction/82492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNicotinic AcidHCID 938—
Reactant4-MethylmorpholineHCID 7972—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantAmino-acetic acid 4-allyl-2-methoxy-phenyl esterHCID 69920127—
SolventDichloromethaneHCID 6344—
Product[(Pyridine-3-carbonyl)-amino]-acetic acid 4-allyl-2-methoxy-phenyl esterHCID 5334088643%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of Amino-acetic acid 4-allyl-2-methoxy-phenyl ester (510 mg, 1.7 mmol), in DCM (20 mL) were added niacin (0.23 g, 1.9 mmol), N-methyl morpholine (0.96 mL, 8.8 mmol), EDC.HCl (0.67 g, 3.5 mmol) at ice temperature (0° C.). The mixture was allowed to stir at room temperature (25° C.) over a period of 2 hrs. The resulting mixture was diluted with DCM (200 mL) washed with water (2×100 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was purified by silica gel column chromatography to obtain product as off-white solid (210 mg, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846721B2
Source datasetuspto-grants-2014_09
ORD IDord-f7e798326e974114812ded31a5c65c31
Source noteuspto-grants-2014_09