2- Amino-1,8-naphthyridine-3-carboxamide

Amino-1,8-naphthyridine-3-carbothioamide 2-Amino-1,8-naphthyridine-3-carboxamide... [Pg.372]

The amino moiety of the 3-carbohydrazide group of unsaturated and 6,7,8,9-tetrahydro-4-oxo-47/-pyrido[l,2-n]pyrimidine-3-carbohydrazides was condensed with acetone and 5-nitro-2-furoaldehyde (830MR687 88EUP252809). The reaction of 6-methyl-6,7,8,9-tetrahydro-4-oxo-4//-pyrido[l,2-a]pyrimidine-3-carbohydrazide with diethyl 2-[2-dimethyl-amino)vinyl]-6-methylpyridine-3,5-dicarboxylate in boiling ethanol for 4 hours afforded N-( 1,6-naphthyridin-6-yl)-4-oxo-4//-pyrido[ 1,2-a]pyrimi-dine-3-carboxamide 426 (85MIP1). [Pg.194]

Methyl 2-amino-l,6-naphthyridine-3-carboxylate (13, R = Me) underwent amino lysis to give 2-amino-l,6-naphthyridine-3-carbohydrazide (14, R = NH2) (neat H2NNH2 H20, reflux, 30 min 83%) or 2-amino-fV-amidino 1,6-naphthyridine-3-carboxamide [14, R = C( = NH)NH2] [HN=C(NH2)2, MeOH, reflux, 1 h 80%] 247 another example of such amide formation.108,946... [Pg.139]

Methylamino-l,6-naphthyridine-3-carbonitrile (18, R = Me) underwent limited hydrolysis of its cyano group to afford 2-methylamino-l,6-naphthyridine-3-carboxamide (17) (KOH, H20, EtOH, reflux, 5 min 79%) the related substrate, 2-amino-l,6-naphthyridine-3-carbonitrile (18, R = H), underwent thiolysis of the cyano group to afford 2-amino-1,6-naphthyridine-3-car-bothioamide (19) (substrate, NEt3, pyridine, 20°C, H2S in, 2 h 97%) or hydrazinolysis of the cyano group to afford 2,N diamino -1,6-naphthyridine-3-carboxamidine (20) (H2NNH2.H2Q, reflux, 5 min 65%).247... [Pg.140]

Amino-l,8-naphthyridine-3-carboxamide with benzaldehyde gave 2-phenyl-1,2-dihydropyrimido[4,5-h 1,8 naphthyridin-4(3//)-one (35) (AcOH, reflux ... [Pg.245]

Ethyl 6-amino-7-chloro-1 -ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (21, Q = C1, R = Et) gave 6-amino-1 -ethyl-iV-methyl-7-methylamino-4-oxo-1,4-dihydro-l,8-naphthyridine-3-carboxamide (21, Q = R = NHMe) (MeNH2/ EtOH, 60°C 95% note the additional aminolysis of the chloro substituent).1029... [Pg.253]

V-Benzyl-4-chloropyridine-3-carboxamide (29) with malononitrile gave 3-amino-2-benzyl-l-oxo-l,2-dihydro-2,7-naphthyridine-4-carbonitrile (30) (K2C03, Me2NCHO, reflux 75%).1220... [Pg.279]

Amino-iV-ethyl-1,6-naphthyridine-3-carboxamide 5-Amino-7-hydrazino-2,4-dimethyl-1, 6-naphthyridine-8-carbonitrile 5-Amino-7-hydrazino-2,4-diphenyl-1, 6-naphthyridine-8-carbonitrile 5-Amino-7-hydrazino-2-phenyl-1,6-naphthyridine-8-carbonitrile... [Pg.349]

Amino-iV-/ert-butyl-2-[(2ert-butylcarbamoyl) methyl]-l,8-naphthyridine-3-carboxamide 270-272, IR, NMR 482... [Pg.369]

Amino-1 -ethyl-iV-methyl-7-methy lamino- 300 4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide 1029... [Pg.371]

Amino-1 -ethyl-7-methyl-2-oxo-1,2-dihydro-1, 8-naphthyridine-3-carboxamide 263-266 612... [Pg.371]

Amino-4-phenyl-1,8-naphthyridine-3-carbonitrile 2-Amino-7-phenyl-1,8-naphthyridine-3-carbonitrile 2-Amino-4-phenyl-1,8-naphthyridine-3-carboxamide 2-Amino-7-phenyl-1,8-naphthyridine-3-carboxamide... [Pg.373]

Amino-7-piperidino-1,8-naphthyridin-2(l //)-one 2-Amino-A-propyl-1,8-naphthyridine-3-carboxamide 7-Ami no-2-propy 1-1,8-naphthyridin-4( I //)-one 7-Amino-3-propyl-l,8-naphthyridin-2(l //)-one... [Pg.373]

Condensation of 2-amino-l,8-naphthyridine-3-carboxamide 400 with aromatic aldehydes in glacial acetic acid affords 2-aryl-l,2,3,4-tetrahydropyrimido[4,5-Z>][l,8]naphthyridin-4-ones 401, whose oxidation with nitrobenzene in glacial acetic acid gives 2-arylpyrimido[4,5-Z>][l,8]naphthyridin-4(3//)-ones 402. Compounds 402 were also synthesized without isolation of naphthyridones intermediate 401 formed by condensation of amide 400 with aromatic aldehydes on refluxing in a mixture of nitrobenzene and glacial acetic acid (1987IJC(B)1194). [Pg.254]

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