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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301091Generated: November 1, 2026

Dimethylformamide → 2-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

https://huagongshe.com/reaction/2301091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-t-Butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 10859929—
CatalystPalladium ChlorideHCID 24290—
SolventEthyl AcetateHCID 8857—
Product2-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 1837736659%

Reaction Steps

Palladium chloride (100 mg) and cupric chloride dihydrate (50 mg) were added to DMF solution (30 ml) of 2-t-butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (1.90 g, 6.1 mmol) and stirred at room temperature for 18 hours. The reaction solution was mixed with ethyl acetate, washed with water and dried with anhydrous sodium sulfate, and then the solvent was removed by evaporation under a reduced pressure, the thus obtained residue was mixed with diisopropyl ether (20 ml) and the thus precipitated crystals were collected by filtration to obtain 1.17 g of the title compound (59% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498251B1
Source datasetuspto-grants-2002_12
ORD IDord-ad67b9fa118c4d9e9ad44f503c34637d
Source noteuspto-grants-2002_12