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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869194Generated: November 2, 2026

Acetic Acid → 1H-Pyrrolo[3,2-b]pyridine-3-carbaldehyde

https://huagongshe.com/reaction/1869194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHexamethylenetetramineHCID 4101—
Reactant4-AzaindoleHCID 9226—
SolventWaterHCID 962—
Product1H-Pyrrolo[3,2-b]pyridine-3-carbaldehydeHCID 1796413256%

Reaction Steps

A mixture of 1H-pyrrolo[3,2-b]pyridine (947 mg, 8.02 mmol), hexamethylenetetramine (1.7 g, 12 mmol) and acetic acid (7.5 mL) in water (14 mL) was refluxed under N2 for 4 hours. The reaction mixture was cooled to RT, concentrated, and the residue was purified via flash chromatography (DCM/MeOH/NH4OH) affording 1H-Pyrrolo[3,2-b]pyridin-3-carbaldehyde as a white solid (660 mg, 56% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638517B2
Source datasetuspto-grants-2009_12
ORD IDord-679f0b950c964bb3b554ff7ad92f5f3d
Source noteuspto-grants-2009_12