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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415357Generated: October 31, 2026

1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline → 1-(3,4-Methylenedioxyphenyl)-2-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-beta-carboline

https://huagongshe.com/reaction/2415357

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 201172—
ReactantPyrocarbonateHCID 15238643—
ReactantTert-butyldicarbonateHCID 22064466—
SolventMethanolHCID 887—
Product1-(3,4-Methylenedioxyphenyl)-2-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 12993018—

Reaction Steps

To a suspension of 1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (27.7 g, 94.8 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) in dry methanol (300 mL) was added t-butylpyrocarbonate (25.0 g, 114 mmol). Shortly after the addition of the pyrocarbonate, a clear solution was formed. The solution was stirred at ambient temperature for 1 h, resulting in formation of a white precipitate. The solid was collected by filtration, washed with a 1:1 mixture of diethyl ether:pentane, and dried in vacuo to yield the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818646B2
Source datasetuspto-grants-2004_11
ORD IDord-4298f74ddd204e0da772528851b793e2
Source noteuspto-grants-2004_11