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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710522Generated: October 30, 2026

2-[N-(Benzyloxycarbonyl)-N-methylaminomethyl]-1-ethyl-1H-indole → 1-Ethyl-2-(methylaminomethyl)-1H-indole

https://huagongshe.com/reaction/1710522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[N-(Benzyloxycarbonyl)-N-methylaminomethyl]-1-ethyl-1H-indoleHCID 22593765—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product1-Ethyl-2-(methylaminomethyl)-1H-indoleHCID 22593729100%

Reaction Steps

2-[N-(Benzyloxycarbonyl)-N-methylaminomethyl]-1-ethyl-1H-indole (1.30 g, 4.0 mmole) was added to a suspension of Pearlman's catalyst (about 0.30 g) in MeOH at RT in a Parr flask. The reaction was placed under 50 p.s.i. of H2 and shaken for 8 hr. The mixture was filtered through Celite® and the filter pad was washed with MeOH. The filtrate was concentrated to afford the title compound (0.75 g, 100%) as a light yellow solid: MS (ES) m/e 189 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790716B2
Source datasetuspto-grants-2010_09
ORD IDord-8f8828e787ca4334a85775becbd2b6a4
Source noteuspto-grants-2010_09