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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1431700Generated: November 3, 2026

Triethylamine → HCID 59631329, compound

https://huagongshe.com/reaction/1431700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
Reactant2,4-Dichloro-5,7-difluoro-3-methylquinolineHCID 59631040—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 59631329HCID 59631329—

Reaction Conditions

Temperature140 °C

Reaction Steps

The 2,4-dichloro-5,7-difluoro-3-methylquinoline (300 mg, 1.20 mmol), (S)-tert-butyl pyrrolidine-2-carboxylate (620 mg, 3.60 mmol) and triethylamine (50 μL, 3.60 mmol) were combined in acetonitrile (7.6 mL). The mixture was then heated in a microwave reactor at 140° C. for 90 min. The reaction mixture was then cond to dryness and the residue was diluted with water (˜25 mL) and acetic acid (2 mL). This mixture was extracted with DCM (2×75 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL) and dried over magnesium sulfate. The filtrate was cond to obtain (S)-tert-butyl 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidine-2-carboxylate. Mass Spectrum (ESI) m/e=383.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940724B2
Source datasetuspto-grants-2015_01
ORD IDord-7ee3e71642054f6ca595ab64b15578de
Source noteuspto-grants-2015_01