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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465260Generated: November 3, 2026

Sodium Bicarbonate → 2,3,4,5-tetrahydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/1465260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylateHCID 57875901—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product2,3,4,5-tetrahydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indoleHCID 5787631051.7%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (100 mg, 0.2 mmol) and Zn dust (120 mg, 1.9 mmol) in acetic acid (1.2 ml) was stirred at 25° C. for 2 h. The reaction mixture was basified with saturated aqueous NaHCO3 and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated to obtain 30 mg of 2,3,4,5-tetrahydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999978B2
Source datasetuspto-grants-2015_04
ORD IDord-36d6ae5c949340d485da5536628d7105
Source noteuspto-grants-2015_04