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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644884Generated: October 25, 2026

Methyl 6-chloro-5-nitronicotinate → (S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinate

https://huagongshe.com/reaction/1644884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 6-chloro-5-nitronicotinateHCID 346961—
ReactantMethyl L-prolinateHCID 853477—
SolventEthyl AcetateHCID 8857—
Product(S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinateHCID 5832450494%

Reaction Conditions

Temperature90 °C

Reaction Steps

(S)-Methyl pyrrolidine-2-carboxylate (6.56 g, 50.8 mmol) was added to methyl 6-chloro-5-nitronicotinate (5.00 g, 23.1 mmol) and the reaction mixture was stirred at 90° C. for 10 min (exothermic reaction). It as cooled to room temperature, diluted with EtOAc (10 mL) and purified using flash column chromatography on silica gel (20-30% EtOAc in hexanes) to afford the title compound as a yellow oil (6.70 g, 94%). [M+H] calc'd for C13H15N3O6, 310. found, 310.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124606B2
Source datasetuspto-grants-2012_02
ORD IDord-336effb594384d35ba6f2864a70f8ae0
Source noteuspto-grants-2012_02