Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301255Generated: October 25, 2026

Sodium hydride → 2-Methyl-7-azaindole

https://huagongshe.com/reaction/2301255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Acetamido-3-methylpyridineHCID 268295—
SolventN-MethylanilineHCID 7515—
Product2-Methyl-7-azaindoleHCID 58306623%

Reaction Steps

2-methyl-7-azaindole was prepared in two steps. First, 2-amino-3-picoline was reacted with acetyl chloride in toluene in the presence of pyridine to produce 2-acetamido-3-picoline in 65% yield. Second, pyrolysis of 2-acetamido-3-picoline in N-methylaniline in the presence of NaH at 280° C. was performed to produce 2-methyl-7-azaindole (FIG. 18) in 23% yield. This compound was characterized by NMR spectroscopy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500569B2
Source datasetuspto-grants-2002_12
ORD IDord-619973e81d7c4ab18fd0cbf4bcf5f671
Source noteuspto-grants-2002_12