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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567837Generated: October 31, 2026

Triethylamine → HCID 59900489, compound

https://huagongshe.com/reaction/567837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetateHCID 10663926—
Reactant(S)-(1-(cyclopropylmethyl)pyrrolidin-2-yl)methanamineHCID 22851182—
SolventEthyl AcetateHCID 8857—
ProductAmmoniaHCID 222—
ProductHCID 59900489HCID 59900489175.4%

Reaction Steps

A mixture of benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate (preparation 17) (400 mg, 1.22 mmol) and [(2S)-1-(cyclopropylmethyl)pyrrolidinyl]methylamine (WO 87,07271) (190 mg, 1.22 mmol) and triethylamine (0.51 ml, 3.67 mmol) in ethyl acetate (20 ml) was heated under reflux for 18 hrs. The cooled mixture was partitioned between water and ethyl acetate, the phases separated, and the organic layer dried over MgSO4 and concentrated under reduced pressure. The residual orange oil was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (96:3.5:0.5) as eluant to give the desired product as a yellow oil, (476 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180627B2
Source datasetuspto-grants-2001_01
ORD IDord-df466d2dfbaf4642bc7986b7db150b59
Source noteuspto-grants-2001_01