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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69617Generated: October 26, 2026

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

https://huagongshe.com/reaction/69617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 6-chloro-5-nitronicotinateHCID 346961—
ReactantMethyl pipecolinateHCID 3463753—
SolventDichloromethaneHCID 6344—
ProductMethyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinateHCID 5832440399%

Reaction Steps

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl piperidine-2-carboxylate (5.2 g, 36.92 mmol) while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one h and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified via column chromatography (220 g SiO2, 20-30% gradient, ethyl acetate in hexanes) to yield the title compound (2.95 g, 99% yield) as a yellow oil. [M+H] calc'd for C14H17N3O6, 324; found, 324.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822470B2
Source datasetuspto-grants-2014_09
ORD IDord-54004c44bdee42558f425ff6fc99512f
Source noteuspto-grants-2014_09