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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918622Generated: November 1, 2026

Triphenylphosphine → 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine

https://huagongshe.com/reaction/1918622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indoleHCID 86663837—
SolventMethanolHCID 887—
Product2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamineHCID 66832155—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole (0.654 g; 1.87 mmol) and triphenylphosphine (0.737 g; 2.81 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF and stirred at room temperature for 36 hours and concentrated under reduced pressure to yield 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine which was used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618138B2
Source datasetuspto-grants-2013_12
ORD IDord-8bcc6a142d8849189e2fcb277ccd0087
Source noteuspto-grants-2013_12