Sodium hydride → 2-Methyl-7-azaindole

HRID 2301255

Reaktionsgleichung

Reaktionsgleichung von HRID 2301255
[C:1]([NH:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][N:6]=1)(=O)[CH3:2].[H-].[Na+]>CNC1C=CC=CC=1>[CH3:2][C:1]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][N:6]=2

Komponenten

4

Edukt 2

HCID 24758Sodium hydrideHCID 2682952-Acetamido-3-methylpyridine

Produkt 1

HCID 5830662-Methyl-7-azaindoleAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7515N-MethylanilineLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. customat 280° C.

Quellen und Nachweise

ORD-Eintrag
ord-619973e81d7c4ab18fd0cbf4bcf5f671
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06500569B2

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