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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749820Generated: November 2, 2026

Acetic Acid → 6-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde

https://huagongshe.com/reaction/1749820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHexamethylenetetramineHCID 4101—
ReactantSodium BicarbonateHCID 516892—
Reactant6-ethynyl-1H-pyrrolo[2,3-b]pyridineHCID 10103271—
SolventWaterHCID 962—
Product6-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehydeHCID 8668200485%

Reaction Conditions

Temperature120 °C

Reaction Steps

6-Ethynyl-1H-pyrrolo[2,3-b]pyridine (0.016 g, 0.11 mmol) was successively added with acetic acid (0.1 mL), water (0.2 mL), and hexamethylenetetramine (0.023 g, 0.17 mmol), and then the mixture was stirred overnight at 120° C. in a sealed tube. The reaction mixture was cooled to room temperature, and then added with saturated aqueous sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 6-ethynyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.016 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-cb5c346b0bfe420e82b0945bdbf30fcb
Source noteuspto-grants-2015_10