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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394251Generated: October 26, 2026

Pyridine → [2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl ester

https://huagongshe.com/reaction/1394251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(+-)-alpha-MethyltryptamineHCID 9287—
ReactantPhenyl chloroformateHCID 15891—
SolventDichloromethaneHCID 6344—
Product[2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl esterHCID 69217046—

Reaction Steps

Chloroformic acid phenyl ester (760 μl, 6.03 mmole) and pyridine (510 μl, 6.31 mmole) were added to a solution of 2-(1H-indol-3-yl)-1-methyl-ethylamine (1.0 g, 5.74 mmole) in abs. DCM (20 ml). Stirring was then performed for 24 h at RT. Working up was performed by extracting the batch with water (2×20 ml), with 1M HCl (2×20 ml) and with 1M NaOH (2×20 ml). The organic phase was dried with Na2SO4 and evaporated. [2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl ester was obtained as a colorless solid in a yield of 1.35 g (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348354B2
Source datasetuspto-grants-2008_03
ORD IDord-6de003af59a141258ff77d7e6f841ab6
Source noteuspto-grants-2008_03