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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618521Generated: October 29, 2026

ethyl 4-(5-bromo-3-nitropyridin-2-yl)tetrahydro-2H-pyran-4-carboxylate → 6'-Bromo-1',2'-dihydrospiro[oxane-4,3'-pyrrolo[3,2-b]pyridine]-2'-one

https://huagongshe.com/reaction/1618521

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl 4-(5-bromo-3-nitropyridin-2-yl)tetrahydro-2H-pyran-4-carboxylateHCID 67285709—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product6'-Bromo-1',2'-dihydrospiro[oxane-4,3'-pyrrolo[3,2-b]pyridine]-2'-oneHCID 66954310—

Reaction Conditions

Temperature100 °C

Reaction Steps

Prepared according to procedure J using ethyl 4-(5-bromo-3-nitropyridin-2-yl)tetrahydro-2H-pyran-4-carboxylate (250 mg, 0.724 mmol), AcOH (4 mL) and Fe powder (202 mg, 3.62 mmol) and heating the mixture at 100° C. for 2 h. After purification 6′-bromo-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[3,2-b]pyridin]-2′(1′H)-one was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-fca46595b7294c739f4f8701a85b0dc8
Source noteuspto-grants-2014_07