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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410618Generated: November 3, 2026

Phenylpyruvic acid → HCID 49854209, compound

https://huagongshe.com/reaction/2410618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylpyruvic acidHCID 997—
Reactant1-HeptanamineHCID 8127—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventDichloromethaneHCID 6344—
ProductHCID 49854209HCID 4985420924%

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of phenylpyruvic acid (2.1 g; 12.8 mmol) in DCM (50 ml) was cooled to 0° C. Then EDCl (3 g, 15.6 mmol) and HOBt (0.2 g, 1.5 mmol) were added successively. The resulted solution was cooled to −5° C. and then heptylamine (1.5 g, 13 mmol) was added dropwise at temperature below 0° C. Upon the addition the ice bath was removed and the reaction mixture was stirred overnight at room temperature. The reaction mixture was poured into 1% aqueous hydrochloric acid solution (30 ml). The DCM phase was washed with water and concentrated in vacuum. The crude product was chromatographed on a silica gel column using ethylacetate/hexane (1:2) as eluent to provide the title compound (0.8 g, 24% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816102B2
Source datasetuspto-grants-2014_08
ORD IDord-8694c14795904f4aad55cd791535e2c6
Source noteuspto-grants-2014_08