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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911829Generated: November 2, 2026

Phosphorus oxychloride → Ethyl 4-chloro-5H-pyrrolo(3,4-b)pyridine-6(7H)-carboxylate

https://huagongshe.com/reaction/911829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactantethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate N-oxideHCID 66995055—
ProductEthyl 4-chloro-5H-pyrrolo(3,4-b)pyridine-6(7H)-carboxylateHCID 6699501046%

Reaction Conditions

Temperature50 °C

Reaction Steps

POCl3 (20 mL, 218 mmol) was added into ethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate N-oxide (1 g, 4.80 mmol) and heated to 35° C. for 12 hours and 50° C. for another 5 hours. The solvent was evaporated and poured into water. The material was extracted with CH2Cl2, washed with NaHCO3 and brine, dried with Na2SO4, filtered and concentrated. The residue was purified on silica gel to afford the title compound (0.5 g, 45.9% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022223B2
Source datasetuspto-grants-2011_09
ORD IDord-a4ac172361bf445aadeca13e5805bb13
Source noteuspto-grants-2011_09