2-Methylpyridine-3-carbonitrile → 1-Amino-3(2-ethyl-pyridyl)-4-methyl-2,5-naphthyridine
Reaction equation
[C:1]([C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[C:10]([C:12]1[C:13]([CH2:18][CH3:19])=[N:14][CH:15]=[CH:16][CH:17]=1)#[N:11].[C:20](C1C(CC2C=CC=CC=2)=NC=CC=1)#N.C(C1C(CCC2C=CC=CC=2)=NC=CC=1)#N.C(C1C(CC(C2C=CC=CC=2)C)=NC=CC=1)#N>>[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]([C:12]2[C:13]([CH2:18][CH3:19])=[N:14][CH:15]=[CH:16][CH:17]=2)[N:11]=1Participants
Procedure
In a similar manner by substituting the 3-cyano-2-methylpyridine with equivalent quantities of 3-cyano-2-ethylpyridine, 3-cyano-2-benzylpyridine, 3-cyano-2-phenethylpyridine and 3-cyano-2-phenylpropylpyridine and by substantially following the procedure of this example there is produced 1-amino-3(2-ethyl-3-pyridyl)-4-methyl-2,5-naphthyridine; 1-amino-3-(2-benzyl-3-pyridyl)-4-phenyl-2,5-naphthyridine; 1-amino-3-(2-phenethyl-3-pyridyl)-4-benzyl-2,5-naphthyridine; 1-amino-3-(2-phenylpropyl-3-pyridyl)-4-phenethyl-2,5-naphthyridine, respectively. Similarly, in those instances wherein it is desired to produce those compounds bearing substituents on the pyridyl, phenyl and benzyl moieties of the foregoing then, as expected, the appropriately substituted starting reactants are then similarly reacted.
Sources & evidence
- ORD record
- ord-b654b240a80643f5a8bfd8a82e4e0a3c
- Source dataset
- uspto-grants-1981_04
- Patent number
- US04260759
Reaction notes
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