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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766238Generated: November 3, 2026

Iodoethane → 1-Ethyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole

https://huagongshe.com/reaction/1766238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
Reactant18-Crown-6HCID 28557—
ReactantPotassium hydrideHCID 82127—
Reactant5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indoleHCID 17980098—
SolventTetrahydrofuranHCID 8028—
Product1-Ethyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indoleHCID 69432286704.3%

Reaction Steps

By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmole, 1.5 g) in THF (100 mL), 35% potassium hydride (5.81 mmole, 0.665 g), 18-crown-6 (0.58 mmole, 0.153 g), and iodoethane (5.81 mmole, 0.906 g, 0.464 mL) afforded 1.17 g (70%) of the title compound: mass spectrum (ion spray): m/z=287 (M+1); Calculated for C18H26N2O-0.1 H2O: C, 75.01; H, 9.16; N, 9.72. Found: C, 75.10; H, 9.01; N, 9.79.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230011B2
Source datasetuspto-grants-2007_06
ORD IDord-105ba5f04cc449dc99d9dec599df9203
Source noteuspto-grants-2007_06