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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094619Generated: October 26, 2026

Methyl iodide → 4,4-Dimethyl-2,3,4,9-tetrahydro-1H-beta-carboline-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1094619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactantbeta,beta-Dimethyl-1H-indole-3-ethanamineHCID 27303—
Reactanttert-Butyl 3-(cyanomethyl)-1H-indole-1-carboxylateHCID 15378323—
Product4,4-Dimethyl-2,3,4,9-tetrahydro-1H-beta-carboline-1-carboxylic acid ethyl esterHCID 66640193—

Reaction Steps

4,4-Dimethyl-2,3,4,9-tetrahydro-1H-beta-carboline-1-carboxylic acid ethyl ester was prepared in a manner similar to that described in Example 66A by replacing tryptamine-HCl with 2-(1H-indol-3-yl)-2-methylpropylamine, which was synthesized using 2 equivalents of iodomethane during alkylation of (1-tert-butoxycarbonylindol-3-yl)acetonitrile as described in Example 32B; MS (ESI): 273 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133992B2
Source datasetuspto-grants-2012_03
ORD IDord-6c58ebbd58174390a0fb835cfc526589
Source noteuspto-grants-2012_03