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Ethyl 2-pyrazinecarboxylate

The remaining minor routes appear to be represented in recent literature only by the reaction of ethyl 2-pyrazinecarboxylate (67) with prelithiated dimethyl sulfoxide (DMSO) in THF at 20°C during 3 h to afford 2-(methylsulfinylacetyl)pyrazine (68) (30%) 896 and by the reaction of chloropyrazines (69) with sodium p-acetamidoben-zenesulfinate to give the corresponding p-acetamidophenylsulfonylpyrazines (70).882... [Pg.255]

Ethyl 2-pyrazinecarboxylate (103, R = Et) gave 2-acetoacetylpyrazine (106) (AcMe, EtOK, THF, reflux, 6 h crude), characterized by cyclocondensation with H2NNH2 to give 2-(5-methylpyrazol-3-yl)pyrazine (107) (EtOH—H20, reflux, 5 h 44% overall).1501... [Pg.315]

Amino-6-ethyl-2-pyrazinecarboxamide 3-Amino-6-ethyl-2-pyrazinecarboxylic acid 3-Amino-5-formyl-2-pyrazinecarbonitrile... [Pg.362]

Ethyl-2-pyrazinecarboxylic acid 5-Ethyl-2,3-pyrazinedicarbinitrile 3-Ethyl-2(T7/)-pyra/,inone... [Pg.422]

Methyl 3-amino-6-ethyl-2-pyrazinecarboxylate Methyl 3-amino-6-iodo-2-pyrazinecarboxylate Methyl 3-amino-5-isobutyl-6-oxo-l,6-dihydro-... [Pg.441]

Ethyl A-(2-azido-l-ethoxycarbonylethyl)-A-benzylglycinate (37) gave ethyl l-benzyl-5-ethoxy-l,2,3,6-tetrahydro-2-pyrazinecarboxylate (38) (Ph3P, PhMe, 100°C, 9 h 58%).1468... [Pg.8]

Methyl 2-cyano-A-(2-hydroxyimino-4-mcthylvalcryl)glycinatc (46, R = Me) gave methyl 3-amino-5-isobutyl-6-oxo-l, 6-dihdyro-2-pyrazinecarboxylate 4-oxide (47, R = Me) (AcOH, 70°C, 3 h >32%) 337 the ethyl ester (47, R = Et) (>62%) was made similarly.848... [Pg.9]

Diamino-2,3-dimethylbutane (200) and diethyl a-oxomalonate (201) gave ethyl 5,5,6,6-tetramethyl-3-oxo-3,4,5,6-tetrahydro-2-pyrazinecarboxylate (202) (EtOH, 20°C, 45 h then reflux, 7.5 h 83%).455 Also other examples.956,1269,1752... [Pg.28]

Ethyl 2-cyano-2-(tosyloxyimino)acetate (261) and diethyl 3-amino-4-cyanopent-2-enedioate (262) gave ethyl 6-cyano-3-(a-cyano-a-ethoxycarbonylmethyl)-5-oxo-4,5-dihydro-2-pyrazinecarboxylate (263) (Et3N, MeCN, 20°C, 2 days 70%) 1315 also analogues.301,1315... [Pg.36]

Hydroxyiminopropionaldehyde dimethyl acetal (264) and ethyl 2-formamido-2-formylacetate (265) gave ethyl 5-methyl-2-pyrazinecarboxylate 4-oxide (266) (HCl/AcMe, reflux %).1167... [Pg.36]

Ethyl 3,6-diethoxy-5-isopropyl-2,5-dihydro-2-pyrazinecarboxy]ate (85) gave ethyl 2-[a-(tert-butyldimethylsiloxy)benzyl]-3,6-diethoxy-5-isopropyl -2,5-dihydro-2-pyrazinecarboxylate (86) [Sn(0S02CF3)2, EtN(CH2)5, THF, —78°C or MgBr2, EtsN, MeCN, -20°C in both cases followed by BuTVle2Si0S02CF3, lutidine, CH2C12, -45°C —85% note lack of a lithiation step] 1634 also analogous examples.1739... [Pg.92]

Dimethyl 2,3-pyrazinedicarboxylate gave l-ethyl-2,3-dimethoxycarbonylpyrazinium tetrafluoroborate (347) (Et3OBF4, C1CH2CH2C1, reflux, 2 h 80%) 415 methyl 2-pyrazinecarboxylate gave 3-methoxycarhonyl-l -methylpyrazininm iodide (348)... [Pg.131]

Ethyl 5-oxo-4,5-dihydro-2-pyrazinecarboxylate (1) gave ethyl 5-chloro-2-pyrazinecarboxylate (2) (POCl3, reflux, 90 min 88%).1681... [Pg.138]

Ethyl 5-chloro-2-pyrazinecarboxylate (133, R = Cl) gave ethyl 5-methoxy-2-pyrazinecarboxylate (133, R = OMe) (MeONa, MeOH, reflux, 20 min 40%).1681... [Pg.163]

Ethyl 5-isopropyl-3,6-dioxo-2-piperazinecarboxylate (79) gave ethyl 3,6-diethoxy-5-isopropyl-2,5-dihydro-2-pyrazinecarboxylate (80) (Et3OBF4, CH2C12, 20°C, 40 h > 80%) 703,1498 also homologous dialkoxy products likewise.703 Also other examples.1036,1217... [Pg.203]

Ethyl 3-amino-6-benzyloxy-5-isobutyl-2-pyrazinecarboxylate 4-oxide (120, R = C02Et) gave 5-benzyloxy-3-hydroxymethyl-6-isobutyl-2-pyrazinamine 1-oxide (120, R = CH2OH) (Bu 2A1H, CHC13—C6H14, 3°C, 45 min 65%).848... [Pg.209]

Ethyl 3-amino-6-phenyl-2-pyrazinecarboxylate from its 4-oxide (251) (PC13, THF, 0 - 20°C, 40 min 79%).1522 Also other examples.544 1339,1517,1530... [Pg.231]

Ethyl 6-amino-2-chloromethyl-5-cyano-2-pyrazinecarboxylate from its 1-oxide (255) [(MeO)3P, PrOH, 20 - 5°C, 12 h 77%].773... [Pg.232]

Pyrazinecarboxylic acid (32, R = H) gave methyl 2-pyrazinecarboxylate (32, R = Me) (MeOH, trace H2S04, reflux, 48 h 85-95%)236,460 or the corresponding ethyl ester (82, R = Et) (EtOH, H2S04, reflux, 7 h 74%) 896 3-amino-2-pyrazinecarboxylic acid gave methyl 3-amino-2-pyrazinecarboxy-late (MeOH, H2S04, 65°C, 2 h 57%).332... [Pg.304]

Methyl-3-oxo-3,4-dihydro-2-pyrazinecarboxylic acid (33, R = H) gave ethyl 5-methyl-3-oxo-3,4-dihydro-2-pyrazinecarboxylate (33, R = Et) (EtOH, HC1 gas, 0°C then 20°C, 12 h then reflux 2 h 58%).646... [Pg.304]

Dichloro-3-(3,4-dibenzyloxy-5-benzyloxymethyltetrahydrofuran-2-yl)pyrazine (66, R = H) gave ethyl 3,5-dichloro-6-(3,4-dibenzyloxy-5-benzyloxymethylte-trahydrofuran-2-yl)-2-pyrazinecarboxylate (66, R = C02Et) [lithiated substrate (generated in situ), IMF then Et02CCN j, 1 h 78%].667... [Pg.310]

Ethyl 3-amino-6-phenyl-2-pyrazinecarboxylate (80, R = OEt) gave 3-amino-/V-methyl-6-phenyl-2-pyrazinecarboxamide (80, R = NHMe) [MeNH2, H20, 80°C, sealed ( ), 2 h 85%] 1522 also many analogues and homologues likewise] 1339 1517 1522 1604... [Pg.312]

Methyl 2-pyrazinecarboxylate (90) gave A -methyl-2-pyrazinecarbohydrazide (89) without any of the. V-m ethyl isomer (91) [MeHNNH2, EtOH, reflux, 12 h 81% the isomer (91) can be made from 2-pyrazinecarbonyl chloride see Section 8.3.2] analogous esters behaved similarly to give, for example, 3-amino-/V -methyl-2-pyrazinecarbohydrazide (71%).1265... [Pg.313]

Ethyl 3-amino-6-hydroxyiminomethyl-2-pyrazinecarboxylate (311) gave a solution of the carbonitrile oxide (312), and thence the cycloadduct, 3-(5-amino-6-ethoxycarbonylpyrazin-2-yl)-3a,4,5,6a-tetrahydrofuro[3,2-d]isoxazole (313) [N-chlorosuccinimide, Me2NCHO, 60°C, N2, 3 h then 2,3-dihydrofuran j, Et j, ... [Pg.346]

In a similar way, ethyl 3-amino-6-hydroxyiminomethyl-2-pyrazinecarboxylate 4-oxide (314) gave ethyl 3-amino-6-(5-phenylisoxazol-3-yl)-2-pyrazinecar-boxylate 4-oxide (315) (as before but using PhC=CH 55%) 836 also many analogues for elaboration to pteridines.836... [Pg.348]

Ethoxy-3,5,6-trifluoropyrazine Ethyl 3-acetamido-5-oxo-4,5-dihydro-2-pyrazinecarboxylate... [Pg.419]

Ethyl 3-amino- l-benzyl-5-isobutyl-6-oxo-1,6-dihydro-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-6-benzyloxy-5-isobutyl-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-6-chloro-5-ethoxy-2-pyrazinecarboxylate Ethyl 6-amino-3-chloromethyl-5-cyano-2-pyrazinecarboxylate Ethyl 6-amino-3-chloromethyl-5-cyano-2-pyrazinecarboxylate 1-oxide Ethyl 3-amino-5-chloro-6-methyl-2-pyrazinecarboxylate Ethyl 3-amino-5-chloro-6-phenyl-2-pyrazinecarboxylate Ethyl 5-amino-6-cyano-3-methyl-2-pyrazinecarboxylate Ethyl 6-amino-5-cyano-3-methyl-2-pyrazinecarboxylate Ethyl 6-amino-5-cyano-3-methyl-2-pyrazinecarboxylate 1-oxide Ethyl 3-amino-5,6-dimethyl-2-pyrazinecarboxylate 5-Ethylamino-6-ethylcarbamoyl-3-methylami no-2-pyrazinecarboxamide... [Pg.419]

Ethyl 3-amino-5-isobutyl-6-oxo-1,6-dihydro-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-5-isopropenyl-6-methyl-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-6-(2-methylprop-l-enyl)-2-pyrazinecarboxylate 4-oxide... [Pg.419]

Ethylamino-2-pyrazinecarbonitrile 6-Ethylamino-2-pyrazinecarbothioamide Ethyl 3-amino-2-pyrazinecarboximidate Ethyl 3-amino-2-pyrazinecarboxylate Ethyl 5-amino-2-pyrazinecarboxylate Ethyl 6-amino-2-pyrazinecarboxylate... [Pg.420]

Ethyl 3-amino-3-pyrazinecarboxylate 4-oxide Ethyl 5-azidocarbonyl-2-pyrazinecarboxylate 2-Ethyl-3,6-bis(2-hydroxyethyl)pyrazine... [Pg.420]

Ethyl 5-bromo-2-pyrazinecarboxylate 2-(2-Ethylbut-1 -enyl)-6-methylpyrazine Ethyl 5-carbamoyl-2-pyrazinecarboxylate Ethyl 5-chloro-2-pyrazinecarboxylate Ethyl 3-cyano-5,6-dimethyl-2-pyrazinecarboximidate Ethyl 3-cyano-5,6-dimethyl-2-pyrazinecarboxylate Ethyl 3,5-diami no-6-chloro-2-pyrazi necarboximidate Ethyl 6-diethylamino-2-pyrazinecarboxylate 2-Ethyl-3,6-diisobutyl-5-methylpyrazine 2-Ethyl-3,6-diisobutylpy razi ne 2-Ethyl-3,6-diisobutylpyrazine 1 -oxide 2-Ethyl-3,6-diisobutylpyrazine 4-oxide 2-Ethyl-3,6-diisopropylpyrazine /V-Ethyl-AyV -dimethyl-3,5-bismethylamino-2,6-pyrazinedicarboxamide Ethyl 3,6-dimethyl-5-oxo-4,5-dihydro-2-pyrazinecarboxylate... [Pg.420]

Ethyl-5,6-diphenyl-2(177)-pyrazinone 6-Ethyl-3,5-diphenyl-2(177)-pyrazinone Ethyl 6-ethoxy-2-pyrazinecarboximidate Ethyl 6-ethoxy-2-pyrazinecarboxylate TV-Ethyl-3-ethylamino-5-methylamino-... [Pg.421]

Ethyl-3-guani dinocar bonyl-2-pyrazinamine Ethyl 5-hydrazinocarbonyl-2-pyrazinecarboxylate... [Pg.421]

See other pages where Ethyl 2-pyrazinecarboxylate is mentioned: [Pg.225]    [Pg.304]    [Pg.310]    [Pg.315]    [Pg.422]    [Pg.422]    [Pg.422]    [Pg.310]    [Pg.315]    [Pg.422]    [Pg.422]    [Pg.422]    [Pg.316]    [Pg.225]    [Pg.194]    [Pg.304]    [Pg.27]    [Pg.38]    [Pg.53]    [Pg.192]    [Pg.306]    [Pg.310]    [Pg.310]    [Pg.312]    [Pg.315]    [Pg.420]    [Pg.420]    [Pg.420]    [Pg.421]    [Pg.421]   
See also in sourсe #XX -- [ Pg.304 , Pg.310 ]

See also in sourсe #XX -- [ Pg.304 , Pg.310 ]



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2-pyrazinecarboxylate

Ethyl 3-amino-2-pyrazinecarboxylate

Ethyl 3-amino-6- 2-pyrazinecarboxylate 4-oxide

Ethyl 5-chloro-2-pyrazinecarboxylate

Ethyl 5-methoxy-2-pyrazinecarboxylate

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