3- Phenyl-2-pyrazinecarbonitrile

The same substrate (91) and triethyl orthoacetate, however, gave a separable mixture of 5-ethoxy-3-methoxy-5-methyl-6-phenyl-4,5-dihydro-2-pyrazine-carbonitrile (93) and 3-methoxy-5-methyl-6-phenyl-2-pyrazinecarbonitrile (94) (likewise 35 and 43%, respectively) the dihydro product (93) gave its aromatic counterpart (94) quantitatively by loss of ethanol on treatment with pyridine or triethylamine.857... 

Amino-2-pyrazinecarbonitrile (226) gave 3-(5-phenyl-2//-l,2,4-triazol-3-yl)-2-pyrazinamine (227) [BzHNNH2, Ph20, reflux, <6 h (TLC monitored) 35%], and thence 2-phenyl[l,2,4]triazolo[l,5-r pteridin-5(6//)-one (228) (neat Et02CNH2, reflux, 24 h 50%).1589... 

Amino-6-cyclohexyl-2-pyrazinecarboxamide 3-Amino-5-cyclohexyl-2-pyrazinecarboxylic acid 3-Amino-6-cyclohexyl-2-pyrazinecarboxylic acid 3-Amino-/V-cyclopentyl-2-pyrazinecarboxamide 3-Amino-6-cyclopropyl-2-pyrazinecarbonitrile 3-Amino-6-cyclopropyl-2-pyrazinecarboxamide 3-Amino-6-cyclopropyl-2-pyrazinecarboxylic acid 3-Amino-5,6-dichloro-2-pyrazinecarbaldehyde 3-Amino-5,6-dichloro-2-pyrazinecarbonitrile 3-Amino-5,6-dichloro-2-pyrazinecarboxamide 3-Aniino-5,6-dichloro-2-pyrazinecarboxylic add 3-Amino-6-diethylaminomethyl-2-pyrazinecarbonitrile 3-Amino-5-diethylamino-2,6-pyrazinedicarbonitrile 5-Amino-3-dimethylamino-6-nitro-2-pyrazinecarbonitrile 3-Amino-5-dimethylamino-6-phenyl-2-pyrazinecarbohydrazide... 

Amino-5-phenyl-2-pyrazinecarbaldehyde 3-Amino-5-phenyl-2-pyrazinecarbonitrile 3-Amino-6-phenyl-2-pyrazinecarbonitrile 3-Amino-6-phenyl-2-pyrazinecarbonitrile 4-oxide 3-Amino-A-phenyl-2-pyrazinecarboxamide 3-Amino-5-phenyl-2-pyrazinecarboxamide 3-Amino-6-phenyl-2-pyrazinecarboxamide 3-Amino-6-phenyl-2-pyrazinecarboxamide 4-oxide... 

Amino-6-phenyl-2,3-pyrazinedicarbonitrile 3-Amino-5-phenyl-2(177)-pyrazinone 3-Amino-5-(prop-l-enyl)-2-pyrazinecarbonitrile 3-Amino-6-(prop-l-enyl)-2-pyrazinecarbonitrile 3-Amino-5-(prop-l-enyl)-2-pyrazinecarbonitrile... 

Hydroxybutyl)-3-imino-6-methyl-5-phenyl-3,4-dihydro-2-pyrazinecarbonitrile... 

Hy dr oxy-3,5,6- trimethyl- 2(1 //)-pyrazinone 3-Imino-4,6-dimethyl-5-phenyl-3,4-dihydro-2-pyrazinecarbonitrile... 

Methoxy-6-phenyl-2-pyrazinecarbonitrile 2-Methoxy-3-phenylpyrazine 4-oxide 2-Methoxy-5-phenylpyrazine 4-oxide... 

Methylamino-5-phenyl-2-pyrazinecarboxamide Methyl 3-amino-5-phenyl-2-pyrazinecarboxylate Methyl 3-amino-6-phenyl-2-pyrazinecarboxylate 3-Methylamino-5-phenyl-2-pyrazinecarboxylic acid 3-Methylamino-6-phenyl-2-pyrazinecarboxylic acid Methyl 3-amino-5-propionyl-2-pyrazinecarboxylate 3-Methylamino-6-(prop-l-ynyl)-2-pyrazinecarbonitrile 3-Methylamino-2-pyrazinamine... 

Methyl-5-phenyl-2-pyrazinecarbonitrile Methyl 5-phenyl-2-pyrazinecarboxylate Methyl 6-phenyl-2-pyrazinecarboxylate 5-Methyl-6-phenyl-2,3-pytazinediamine 5-Methyl-6-phenyl-2,3-pytazinedicarbonitrile... 

Amination of 2-fluoropyrazine 1-oxide with a variety of amines proceeds smoothly at 40-50°C to form excellent yields of the aminopyrazine A-oxides within 2 h <84H(22)il05>. This reactivity is in contrast to that in the amination of 2-chloropyrazine 1-oxide, where higher temperatures (100-110°C) are needed. An electron-withdrawing cyano substituent adjacent to a phenylsulfonyl group prompts its nucleophilic replacement by amines <92JHC1689>, for example, reaction of 3-phenyl-sulfonylpyrazinecarbonitrile (60) with ethylamine in the presence of triethylamine at room temperature for 2 hours produces 3-(A-ethylamino)pyrazinecarbonitrile (61) in 78% yield (Equation... 

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