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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18238Generated: October 29, 2026

3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indole → 1-benzyl-3-(methylaminomethyl)-1H-indole

https://huagongshe.com/reaction/18238

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indoleHCID 22139015—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product1-benzyl-3-(methylaminomethyl)-1H-indoleHCID 1228387686.8%

Reaction Steps

3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl]-1-benzyl-1H-indole (0.9 g, 2.3 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 5 hr. The mixture was filtered through Celite® and the filter pad was washed with MeOH. The filtrate was concentrated to afford the title compound (0.5 g, 86%) as a light yellow solid: MS (ES) m/e 251 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741339B2
Source datasetuspto-grants-2010_06
ORD IDord-9790e9b09a764a82a5648d24dead1eb2
Source noteuspto-grants-2010_06