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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056196Generated: November 1, 2026

Ethyl 3-(1-{[(tert-butoxy)carbonyl]amino}cyclopropyl)-3-oxopropanoate → ethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1056196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(1-{[(tert-butoxy)carbonyl]amino}cyclopropyl)-3-oxopropanoateHCID 89781999—
Reactant2-Bromo-1-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)ethanoneHCID 89782086—
Reactantethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylateHCID 89783651—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
Productethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylateHCID 8978434585%

Reaction Steps

This compound (1.07 g, 85% yield) as a yellow amorphous solid was prepared according to the procedures described for Intermediate 324b, using 2-bromo-1-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)ethanone (619) (840 mg, 2.47 mmol), ethyl 3-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-3-oxopropanoate (604) (804 mg, 2.96 mmol) as the starting materials, followed by the subsequent treatment of the resulting 330a (m/z (ESI, +ve) 531.2 (M+H)+) with NH4OAc (952 mg, 12.35 mmol) in 3 mL of EtOH and 1.5 mL of HOAc at 50° C. for 4 h. m/z (ESI, +ve) 512.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394297B2
Source datasetuspto-grants-2016_07
ORD IDord-b61d6964bf2e4d28b6e4572c6ea0de23
Source noteuspto-grants-2016_07