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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619122Generated: November 3, 2026

Hydrochloric Acid → 6-Chloro-1H-pyrrolo[3,2-c]pyridine

https://huagongshe.com/reaction/1619122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Chloro-5-[(1E)-2-ethoxyethenyl]-4-pyridinamineHCID 57799342—
SolventMethanolHCID 887—
Product6-Chloro-1H-pyrrolo[3,2-c]pyridineHCID 1257551699%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 2-chloro-5-[(E)-2-ethoxyvinyl]pyridin-4-amine (preparation 36b, 1.00 g, 5.30 mmol) in methanol (20 mL) was added concentrated hydrochloric acid (1.00 mL, 32.64 mmol) and the mixture was stirred at 75° C. for 21 h. The mixture was concentrated under reduced pressure, treated with a saturated aqueous solution of potassium carbonate and extracted with ethyl acetate. The organic layer was dried and evaporated to yield the title compound (0.76 g, 99%) as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772288B2
Source datasetuspto-grants-2014_07
ORD IDord-05bbf51b24c74629bfdaab249db2ca2f
Source noteuspto-grants-2014_07