Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465216Generated: October 26, 2026

1-Ethenyl-4-methylbenzene → 2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/1465216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethenyl-4-methylbenzeneHCID 12161—
ReactantSodium hydrideHCID 24758—
Reactant2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 59455066—
SolventDimethylformamideHCID 6228—
Product2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indoleHCID 578759769.8%

Reaction Steps

The title compound was prepared according to General Method 2. 2-Ethyl-2,3,4,5-tetrahydro-8-methyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indole was prepared from 2-ethyl-2,3,4,5-tetrahydro-8-methyl-1H-pyrido[4,3-b]indole (See Example 6) (100 mg, 0.4 mmol), 4-methylstyrene (1 mL, 7.6 mmol) and NaH (100 mg, 60% dispersion in oil, 2.5 mmol) in DMF (2 ml) at 180° C. for 24 h to obtain 13 mg of 2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indole after purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999978B2
Source datasetuspto-grants-2015_04
ORD IDord-e6228c594b66403380868eb8b24956e7
Source noteuspto-grants-2015_04