Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896516Generated: October 27, 2026

Sodium Bicarbonate → methyl 1-chloro-5H-pyrido[4,3-b]indole-4-carboxylate

https://huagongshe.com/reaction/1896516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-(1H-1,2,3-benzotriazol-1-yl)-6-chloronicotinateHCID 59198426—
Productmethyl 1-chloro-5H-pyrido[4,3-b]indole-4-carboxylateHCID 59198422—

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of methyl 4-(1H-1,2,3-benzotriazol-1-yl)-6-chloronicotinate in PPA (1 M) was heated in a preheated oil bath at 150° C. for a period of 10-15 min. The reaction mixture was cooled to room temperature, poured slowly and carefully into an aqueous solution containing NaHCO3 solid. The aqueous phase was extracted with EtOAc, washed with brine, and the organic phase was separated, dried over MgSO4 and filtered. After evaporation of the organic solvent, the residue was purified by flash chromatography (10-70% EtOAc in hexanes) to provide the title compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518964B2
Source datasetuspto-grants-2013_08
ORD IDord-21adc88eca94477b967645fae5d47593
Source noteuspto-grants-2013_08