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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229818Generated: October 31, 2026

4-Methylmorpholine → HCID 86758364, compound

https://huagongshe.com/reaction/2229818

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant3,5-Dihydroxy-2-naphthoic acidHCID 66637—
ReactantMethyl L-phenylalaninate hydrochlorideHCID 75736—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86758364HCID 8675836461%

Reaction Steps

A solution of 3,5-dihydroxy-2-naphthoic acid (4.08 g), L-phenylalanine methyl ester hydrochloride (4.74 g), WSC.HCl (4.22 g), HOBT (2.97 g) and N-methylmorpholine (2.41 ml) in DMF (200 ml) was stirred at room temperature for 16 hours. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with a 10% aqueous citric acid solution, water, a saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 v/v) to give the title compound (4.42 g, yield 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420561B1
Source datasetuspto-grants-2002_07
ORD IDord-14ef79f515054f55955f2eb5e931ca63
Source noteuspto-grants-2002_07