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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766236Generated: November 1, 2026

Benzyl Bromide → 1-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole

https://huagongshe.com/reaction/1766236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
Reactant18-Crown-6HCID 28557—
ReactantPotassium hydrideHCID 82127—
Reactant5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indoleHCID 17980098—
SolventTetrahydrofuranHCID 8028—
Product1-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indoleHCID 6943131381%

Reaction Steps

By a method similar to Preparation 26, using 5-methoxy-7-methyl-3-(1-methylpiperidin-4-yl)-1H-indole (5.81 mmol, 1.50 g) and benzyl bromide (5.81 mmol, 0.993 g), THF (100 mL), 35% potassium hydride (5.81 mmol, 0.665 g), and 18-crown-6 (0.58 mmol, 0.153 g) afforded 1.63 g (81%) of the title compound: mass spectrum (ion spray): m/z=349 (M+1): Calculated for C23H28N2O-0.3H2O: C, 78.06; H, 8.15; N, 7.92. Found: C, 78.13; H, 7.84; N, 8.03.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230011B2
Source datasetuspto-grants-2007_06
ORD IDord-a481575b9b664064af56f4c177c298f8
Source noteuspto-grants-2007_06