2-Methylpyridine-3-carbonitrile → 1-Amino-3-methyl-4-phenyl-2,5-naphthyridine

HRID 2419953

Reaktionsgleichung

Reaktionsgleichung von HRID 2419953
[C:1]([C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[C:10]([C:12]1C(CC)=NC=CC=1)#[N:11].[C:20]([C:22]1[C:23]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:24][CH:25]=[CH:26][CH:27]=1)#[N:21].[C:35]([C:37]1[C:38]([CH2:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[N:39][CH:40]=[CH:41][CH:42]=1)#[N:36]>>[NH2:2][C:1]1[C:3]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[C:9]([CH3:20])=[C:10]([CH3:12])[N:11]=1.[NH2:21][C:20]1[C:22]2[C:23](=[N:24][CH:25]=[CH:26][CH:27]=2)[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[C:35]([CH3:37])[N:36]=1.[NH2:36][C:35]1[C:37]2[C:38](=[N:39][CH:40]=[CH:41][CH:42]=2)[C:43]([CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[C:1]([CH3:3])[N:2]=1

Komponenten

7

Edukt 4

HCID 47383082-Methylpyridine-3-carbonitrileHCID 124287252-(Phenylmethyl)-3-pyridinecarbonitrileHCID 124287283-Cyano-2-phenethylpyridineHCID 154540172-Ethylnicotinonitrile

Produkt 3

HCID 234676001-Amino-3-methyl-4-phenyl-2,5-naphthyridineHCID 234676541-Amino-3,4-dimethyl-2,5-naphthyridineHCID 234676671-Amino-3-methyl-4-benzyl-2,5-naphthyridine

Versuchsvorschrift

Similarly, by substituting the 3-cyano-2-methylpyridine reactant with equivalent quantities of 3-cyano-2-ethylpyridine, 3-cyano-2-benzylpyridine, 3-cyano-2-phenethylpyridine and by substantially following the foregoing reaction procedure there is produced 1-amino-3,4-dimethyl-2,5-naphthyridine, 1-amino-3-methyl-4-phenyl-2,5-naphthyridine, 1-amino-3-methyl-4-benzyl-2,5-naphthyridine, respectively. Similarly, in each of those reactions wherein the 3-cyano-2-methylpyridine has been substituted with another 3-cyano-2-substituted pyridine the acetonitrile reactant may also be substituted with the aforementioned nitriles and by substantially following the procedure described in the example, there is produced the appropriate 1-amino-3- and 4-substituted, 2,5-naphthyridines.

Aufarbeitung

  1. customthe foregoing reaction procedure there

Quellen und Nachweise

ORD-Eintrag
ord-efa16d8c60a041789bce03dc987ee3e3
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04107166

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