5-Bromo-2-pyrazinamine

Amino-5,6-dimethyl-2(l//)-pyrazinonc (7) gave 3-bromo-5,6-dimethyl-2-pyrazinamine (8) (neat POBr3, open vessel, 145°C, 20 min 40%) 1012 3-bromo-2-pyrazinamine was made similarly.1008 Also other examples.80,86 295 825,956 1033 1290 1386 1396... [Pg.138]

Bromo-2-pyrazinami ne 3-Bromo-2-pyrazinamine 1-oxide 2- Bromopyrazine... [Pg.379]

Benzoyl-5-bromo-2-pyrazinamine (116, R = Br) gave 3-benzoyl-5-phenyl-2-... [Pg.96]

Methyl-2-pyrazinamine 4-oxide (33, R = H) gave 3-bromo-5-methyl-2-pyraz-inamine 4-oxide (33, R = Br) (NBS, Me2SO—H20,15°C, 4 h 79%, initially as a complex).1508... [Pg.143]

The conversion of (primary) pyrazinamines into the corresponding halogenopyrazines by one-pot diazotization and treatment with halides has proven reasonably satisfactory for making some chloro-, bromo-, or fluoropyrazines to date, iodopyrazines... [Pg.146]

Dichloro-3-nitro-2-pyrazinamine (60, R = NH2) gave 2-bromo-5,6-dichloro-3-nitropyrazine (60, R = Br) (Bu CH2ONO, excess CHBr3, reflux, 8 h then more Bu CH2ONO J, reflux, 10 h —50%, crude product mechanism ).1313... [Pg.147]

Dibromo-2-pyrazinamine (123, R = Br) gave 3-benzyloxy-5-bromo-2-pyrazinamine (123, R = OCH2Ph) (PHCH2ONa, PhCH2OH, reflux, 4 h 51%) 661 also analogues likewise.661 Also other examples.1012 1198... [Pg.161]

Bromo-2-pyrazinamine (156) gave 5-benzylthio-2-pyrazinamine (157) [PhCH2SNa (made in situ), Me2NCHO, 20°C, 48 h 93%] 1565 the same substrate (156) gave bis(5-aminopyrazin-2-yl) sulfide (NaHS, Me2NCHO, reflux, 24 h 40%).1565... [Pg.168]

Dibromo-2-pyrazinamine (158, R = Br) gave 5-bromo-3-methylthio-2-pyrazinamine (158, R = SMe) (MeSNa, MeOH, 20°C, 3 h 60%).1012 Also other examples.605... [Pg.168]

Bromo-5-methyl-2-pyrazinamine 4-oxide (187, R = Br) gave 3-amino-6-methyl-2-pyrazinecarbonitrile 1-oxide (187, R = CN) (CuCN, NaCN, Me2NCHO, 110°C, reflux, 4 h 59%).1508... [Pg.174]

Dibromo-2-pyrazinamine (212) and ethyl acetoacetate gave ethyl 2-bromo-6-methyl-5//-pyrrolo[2,3-/ ]pyrazinc-7-carboxylatc (213) (EtONa, Me2NCHO, 90°C, 2 h 45% net).965 Also other examples.349- 53°-1277... [Pg.177]

Phenylthio-2-pyrazinecarbonitrile gave 3 -phenylsulfonyl-2-pyrazinecarboni-trile (49) (ot-C1C6H4C03, CHC13, 10 - 20°C, 3 h 91%) 1507 and 5-bromo-3-methylthio- gave 5-bromo-3-methylsulfonyl-2-pyrazinamine (50) (likewise, 4 days 70%).1012 Also other examples.1551... [Pg.253]

Benzamido-2-pyrazinecarbonitrile 3-Benzamido-2-pyrazinecarboxamide 3-Benzoyl-5-bromo-2-pyrazinamine 2-Benzoyl-5-chloro-3-dimethylaminopyrazine 2-Benzoyl-3-chloropyrazine... [Pg.367]

Bromoanilino)-5-chloro-3-guanidinocarbonyl-2-pyrazinamine 5- Bromo-6-icobutyl-1 -hy droxy-... [Pg.377]

Bromo-5-chloro-6-phenyl-2(177)-pyrazinone 3-Bromo-5-chloro-2-pyrazinamine 5-Bromo-3-chloro-2-pyrazinamine 5-Bromo-3-chloro-2(177)-pyrazinone... [Pg.377]

Bromo-5,6-dichloro-2-pyrazinamine 3-Bromo-5,6-dichloro-2(177)-pyrazinone 5-Bromo-3,6-diethyl-2(77)-pyrazinone 5-Bromo-3,6-diisobutyl-2(177)-pyrazinone 5-Bromo-3,6-diisobutyl-2(177)-pyrazinone... [Pg.377]

Bromo-5,6-dimethyl-2-pyrazinamine 3-Bromo-5,6-dimethyl-2-pyrazinamine 1-oxide 2-Bromo-3,5-dimethylpyrazine... [Pg.377]

Bromo-5-methyl-6-phenyl-2(l//)-pyrazinone 5-Bromo-6-methyl-3-phenyl-2(l//)-pyrazinone 3-Bromo-5-methyl-2-pyrazinamine 5-Bromo-3-methyl-2-pyrazinamine... [Pg.378]

Bromo-5-methyl-2-pyrazinamine 3-Bromo-5-methyl-2-pyrazinamine 4-oxide 2-Bromo-3-methylpyrazine 2-Bromomethylpyrazine 1,4-dioxide... [Pg.378]

A key intermediate required for the synthesis of colenterazine was reported by Adamczyk et al. [46]. Treatment of 3-benzyl-5-bromo-2-pyrazinamine (77) with commercially available 4-methoxyphenylboronic acid in the presence of dppb and Pd(PhCN)2Cl2 afforded 3-benzyl-5-(4-methoxyphenyl)-2-pyrazinamine (78) in 88% yield [46]. [Pg.447]

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