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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806074Generated: November 1, 2026

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

https://huagongshe.com/reaction/1806074

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 6699501045.9%

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 numberUS08354540B2
Source datasetuspto-grants-2013_01
ORD IDord-482ef2fc7be84f1fbd58898a75b3ca19
Source noteuspto-grants-2013_01