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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899355Generated: October 28, 2026

Ammonium Chloride → 7-Chloro-4-methoxy-1H-pyrrolo[2,3-c]pyridine

https://huagongshe.com/reaction/899355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium MethoxideHCID 10942334—
Reactant4-Bromo-7-chloro-1H-pyrrolo(2,3-c)pyridineHCID 11031723—
Product7-Chloro-4-methoxy-1H-pyrrolo[2,3-c]pyridineHCID 15987013—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4-bromo-7-chloro-6-azaindole (6 g), CuBr (3.7 g) and NaOMe (30 mL, 5% in MeOH) was heated at 110° C. for 24 hours in a sealed tube. After cooling to room temperature, the reaction mixture was added to saturated aqueous NH4Cl. The resulting aqueous solution was extracted with EtOAc (3×30 mL). The combined organic layer was dried over MgSO4, filtered and the filtrate was concentrated in vacuo to afford a residue, which was purified by using silica gel chromatography to give 1.8 g of 4-methoxy-7-chloro-6-azaindole, Precursor 2e.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354924B2
Source datasetuspto-grants-2008_04
ORD IDord-5aa8834dfbaf4d9fb74f556a4b9d16e3
Source noteuspto-grants-2008_04