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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712604Generated: October 29, 2026

Hydrochloric Acid → 2-(5-bromopyridin-3-yl)-1H-indole

https://huagongshe.com/reaction/712604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(5-Bromo-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl esterHCID 117667444—
SolventEthyl AcetateHCID 8857—
Product2-(5-bromopyridin-3-yl)-1H-indoleHCID 5821567581.7%

Reaction Steps

2-(5-Bromo-pyridin-3-yl)-indole-1-carboxylic acid tert-butyl ester (320 mg, 0.86 mmol) is added into 4.0 M HCl in EtOAc (10 mL) and the solution is stirred at room temperature for 16 hrs. The solvent is evaporated and the residue is dissolved in water and saturated aqueous NaHCO3 solution is used to adjusted the pH to 9-10. Then the mixture is extracted with DCM for three times. The organic layers are combined, dried over Na2SO4, filtered and concentrated to give 192 mg of the crude 2-(5-bromo-pyridin-3-yl)-1H-indole which is used in the next step directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-93d8f4402b7f49a398ce3eb8a4f7d2ca
Source noteuspto-grants-2015_11