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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024165Generated: October 29, 2026

Ammonium Hydroxide → 4-Chloro-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1024165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178526243HCID 178526243—
Product4-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 11389493—

Reaction Conditions

Temperature125 °C

Reaction Steps

4-chloro-7-azaindole 24 was synthesized by reacting 1H-Pyrrolo[2,3-b]pyridine 7-oxide 23 with a chlorinating agent (e.g. POCl3) neat as described by Schneller, S. W.; Luo, Jiann-Kuan. J. Org. Chem. 1980, 45:4045-4048. The resulting solution after heating for 3-5 h at elevated temperatures (100-150° C.) was neutralized with a base (e.g. NH4OH) until a solid precipitated. The solid was isolated by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722702B2
Source datasetuspto-grants-2014_05
ORD IDord-7d93f268a9e94ca88232f4ad0e49f23b
Source noteuspto-grants-2014_05