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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267095Generated: November 2, 2026

Ethyl Acetate → HCID 20579057, compound

https://huagongshe.com/reaction/1267095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 60209511HCID 60209511—
ReactantHCID 178526165HCID 178526165—
SolventDichloromethaneHCID 6344—
ProductHCID 20579057HCID 20579057—

Reaction Steps

To a CH2Cl2 solution of (2R,4R)-2-aminomethyl-4-(3,4-dichlorobenzyl)-1-methyl-pyrrolidine (prepared as described in example 4.4) (40 mg, 0.15 mmol) was added 5-phenylpyrimidin-2-ylthioacetic acid (40 mg, 0.16 mmol), EDCI (36 mg, 0.19 mmol), and HOBT (2 mg, 0.015 mmol) The reaction mixture was stirred for 16 h at room temperature and then diluted with EtOAc and washed with aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, and concentrated. Flash chromatography (95% CH2Cl2/5% MeOH) provided N-(2R,4R)-[4-(3,4-dichlorobenzyl)-1-methylpyrrolidin-2-ylmethyl]-2-[5-(phenyl)pyrimidin-2-ylsulfanyl]acetamide hydrochloride (47 mg, 0.098 mmol) mass spectrum 502 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552028B2
Source datasetuspto-grants-2003_04
ORD IDord-804fe9b8e3c9446aa0ef2696553103c4
Source noteuspto-grants-2003_04