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3-Amino-5-methyl-2-pyrazinecarboxylic

Amino-5-methyl-2-pyrazinecarboxylic acid 3-Amino-6-methyl-2-pyrazinecarboxylic acid 3-Amino-6-methyl-2-pyrazinecarboxylic acid 4-oxide... [Pg.364]

Methylamino-6-methylcarbamoyl-2-pyrazinecarboxylic acid Methyl 3-amino-5-methyl-6-phenyl-2-pyrazinecarboxylate Methyl 3-amino-6-methyl-5-phenyl-2-pyrazinecarboxylate 3-Methylaminomethyl-2-pyrazinamine Methyl 3-amino-5-methyl-2-pyrazinecarboxylate Methyl 3-amino-6-methyl-2-pyrazinecarboxylate Methyl 3-amino-5-methylsulfinyl-2-pyrazinecarboxylate... [Pg.441]

Pteridine synthesis from pyrazine precursors are usually applied in such cases where the formation of special derivatives cannot be achieved easily by the pyrimidine approach. Methyl 3-amino-2-pyrazinecarboxylate (362) reacts with thiophosgene to give the corresponding 3-isothiocyanato derivative (363) which cyclizes with primary amines, arylalkylamines, aminoalcohols, amino acids,... [Pg.719]

A benzene solution of methyl 3-azidoformyl-2-pyrazinecarboxylate (80), obtained by treatment of the chloroformyl ester (79) with sodium azide, gave methyl 3-amino-2-pyrazinecarboxylate (81) (reflux, 24 h >86% overall).1185 Also other examples.1671... [Pg.272]

Methyl 3-amino-2-pyrazinecarboxylate (157) gave methyl 3-isothiocyanato-2-pyrazinecarboxylate (158) (SCC12, CaC03, CH2C12, 5 — 20°C, 48 h 53%), and thence methyl 3-[(V -phenyl(thioureido)]-2-pyrazinecarboxylate (159) (PhNH2, EtOH, reflux, 4 h 74%) analogues likewise.1558... [Pg.283]

Methyl 3-amino-2-pyrazinecarboxylate (166) gave methyl 3-trimethylsily-lamino-2-pyrazinecarboxylate (167) (BuLi, THF, - 78°C then Me3SiCl [, - 78°C 98%), and thence 9-methoxypyrazino[2,3-/ ]quinolin-9(5//)-one (168) [3-methoxybenzyne (generated from m-bromoanisole in situ), lithiated (167), - 40°C, 10 min 31%].320... [Pg.285]

Methyl 3-amino-2-pyrazinecarboxylate (172, R = C02Me) gave methyl 3-triph-enylphosphoranylideneamino-2-pyrazinecarboxylate (173, R = C02Me) (PPh3, Et3N, C2CI6, PhH, reflux, 5 h 96%), and thence 2-methoxy-3-phenyl-4(3//)-pteridinone (174) (PhNCO, PhH, 20°C, 12 h then MeOH J, reflux, 3 h 70% without isolation of intermediates).54 1089... [Pg.286]

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]

Methoxy- 2(1 77)-pyrazinethione 3 -Methoxy- 2(1 77)-pyrazinone 6-Methoxy-2(177)-pyrazinone 2-Methoxy-3-trimethylsilylpyrazine Methyl 6-acetamido-2-pyrazinecarboxylate Methyl 3-acetoxy-2-pyrazinecarboxylate Methyl 5-acetoxy-2-pyrazinecarboxylate Methyl 6-acetoxy-2-pyrazinecarboxylate Methyl 5-acetyl-3-amino-2-pyrazinecarboxylate Methyl 6-acetyl-3,5-diamino-2-pyrazinecarboxylate Methyl 5-allylamino-3-amino-6-chloro-2-pyrazinecarboxylate... [Pg.438]

Methyl 3-amino-6-chloro-5-(cyclopropylmethyl)amino-2-pyrazinecarboxylate (H 427)... [Pg.439]

Methyl 5-amino-2-pyrazinecarboxylate Methyl 6-amino-2-pyrazinecarboxylate Methyl 3-amino-2-pyrazinecarboxylate 4-oxide 3-Methylamino-2-pyrazinecarboxylic acid 6-Methylamino-2-pyrazinecarboxylic acid 2-Methylaminopyrazine 1-oxide 2-Methylaminopyrazine 4-oxide Methyl 6-anilino-3-isopropylideneamino-2-pyrazinecarboxylate Methyl 3-azido-2-pyrazinecarboxylate... [Pg.442]

Methyl 6-chloro-3-(cyclopropylmethyl)amino-2-pyrazinecarboxylate Methyl 6-chloro-3,5-dimethoxy-2-pyrazinecarboxylate... [Pg.443]

Methyl 3-amino-2-pyrazinecarboxylate (157) gave methyl 3-isothiocyanato-2-pyrazinecarboxylate (158) (SCCI2, CaCO3, CH2CI2, 5 20°C, 48 h 53%),... [Pg.283]

Pyrazinamine gave ethyl 3-amino-2-pyrazinecarboxylate (65, R = Et) (EtO2CAc, H2sb4. FeSO4, 30% H2O2, -10 20°C, 1 h 71%) ° or methyl... [Pg.310]

Methyl 3-amino-2-pyrazinecarboxylate (83, R = OMe) gave 3-amino-/V-hy-droxy-2-pyrazinecarboxamide (83, R = NHOH) (H2NOH, EtOH, reflux, 5 h 24%). 21... [Pg.312]

Methyl 2-pyrazinecarboxylate (90) gave Ai -methyl-2-pyrazinecarbohydrazide (89) without any of the 7V-methyl 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- / -methyl-2-pyrazinecarbohydrazide (71%). [Pg.313]

Methyl 3-amino-2-pyrazinecarboxylate has been used to prepare pyrazino-... [Pg.238]

Aminopyrazines are conveniently prepared from carboxamido-pyrazines by application of the Hofmann reaction (see Section V,B). Thus, Camerino and Palamidessi prepared aminopyrazine in 80% yield from carboxamidopyrazine.312 Aminopyrazine may also be prepared from the reaction of pyrazine with sodamide in liquid ammonia,313 and 3-amino-2,5-dimethylpyrazine is the product of amination of 2,5-dimethylpyrazine with sodamide in dimethyl-aniline.311 The ammonolysis of halopyrazines also represents a useful preparative procedure for aminopyrazines (see Section V,C). This reaction proceeds most easily in the case of fluoro compounds for example, fluoropyrazine is converted into aminopyrazine in 70% yield by treatment with concentrated aqueous ammonia at room temperature for 3 days,299 whereas the corresponding reaction with chloropyrazine has been carried out in a sealed tube at 150°.147 Alkaline hydrolysis of 2,4-dihydroxypteridines followed by decarboxylation yields aminopyrazines 315 thus, high-temperature alkaline hydrolysis of 7-methyl-2,4-dihydroxypteridine (7-methyIlumazine) gives, after decarboxylation of the intermediate pyrazinecarboxylic... [Pg.165]

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]

Methyl 2-(/8-aminostyrylimino)-2-cyanoacetate (48) gave methyl 3-amino-5-phenyl-2-pyrazinecarboxylate (49) (MeONa, MeOH—CH2C12, 20°C, 15 min 70%).941... [Pg.9]

Methyl 3-amino-5-isobutyl-6-oxo-1,6-dihydro-2-pyrazinecarboxylate 4-oxide gave methyl 3-amino-6-benzyloxy-5-isobutyl-2-pyrazine carboxylate 4-oxide (62) (PhCH2Br, KHC03, Me2NCHO, 20°C, 16 h 74%).337... [Pg.200]

Methyl 3-amino-6-chloro-5-ethoxalyl-2-pyrazinecarboxylate oxime (56) gave 3-amino-5-(a-amino-a-ethoxycarbonylmethyl)-6-chloro-2-pyrazinecarboxylate (57) [Rh/C, H2 (2 atm), AcONH4, AcOH—EtOH, 20°C, 2.5 h 70%].808 Also other examples.683... [Pg.268]

Methyl 3-amino-6-phenyl-2-pyrazinecarboxylate (7, R = Me) gave 3-amino-6-phenyl-2-pyrazinecarboxylic acid (7, R = H) (NaOH, MeOH—II20, 20°C, 1 h 88%).599... [Pg.300]

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-amino-6-phenoxy-2-pyrazinecarboxylate (95) gave 3-guanidinocar-bonyl-5-phenoxy-2-pyrazinamine (96) [HN = C(NH2)2, MeOH, 40°C, 5 min ... [Pg.314]

See other pages where 3-Amino-5-methyl-2-pyrazinecarboxylic is mentioned: [Pg.302]    [Pg.302]    [Pg.310]    [Pg.312]    [Pg.442]    [Pg.304]    [Pg.442]    [Pg.442]    [Pg.442]    [Pg.442]    [Pg.445]    [Pg.322]    [Pg.246]    [Pg.194]    [Pg.147]    [Pg.147]    [Pg.157]    [Pg.302]   


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