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3- Amino-4-chloropyridine, synthesis

Another synthesis of diazepines (tricyclic) was carried out by reaction of an amino chloropyridine 258 and anthranilic acid [163]. First, a nucleophilic substitution occurred (Scheme 95) followed by an intramolecular amidation on compound 259 by microwave irradiation to give structure 260. The reaction was carried out at 100 °C for more than 2 h, a remarkably long time for a microwave-assisted reaction. [Pg.260]

Following a newly discovered indole synthesis, it has been shown that photochemical reaction of acetone anion with 3-amino-2-chloropyridine in liquid ammonia gives 2-methylpyrrolo[3,2-6]pyridine in 45% yield (80JOC1546). [Pg.527]

When the blocking group is other than a halogen atom or a keto group, only tars are formed. 8-Hydroxy- 1,7-naphthyridine61 is obtained from 3-amino-2-hydroxypyridine, and 1,5-naphthyridine is obtained from the 2-halo-3-aminopyridines when they are subjected to the Skraup reaction. 3-Aminopyridine 1-oxide aifords the parent 1,5-naphthyridine,62 and both 3-amino-6-hydroxypyridine and 3-amino-6-chloropyridine give 2-hydroxy-l,5-naphthyridine.63 Hart64 has applied the Skraup synthesis to 3-amino-4-hydroxypyridine and has obtained the expected 4-hydroxy-l,5-naphthyridine. [Pg.137]

The synthesis of 4-azaindole is also a photochemical synthesis and is very simple. 3-Amino-2-chloropyridine and acetaldehyde are the starting materials (Fontan et al. 1981) (Scheme 6-32). [Pg.339]

By heating with 2-chloropyridin-3-aminc at 250 °C, the ethoxy group in (ethoxy-methylene)urethane is exchanged for the (2-chloro-3-pyridyl)amino part, the subsequent intramolecular acylation completing the synthesis of 8-chloropyrido[3,4-r/]pyrimidin-4(37/)-... [Pg.190]

A useful route for the unequivocal synthesis of complex derivatives of this ring system involves cyclization of compounds of general formula 63. These are readily prepared from the appropriate 2-chloro-3-nitropyridine and an aminoketone. If the requisite amino ketone is too unstable, the corresponding amino alcohol may be used and oxidized to the ketone after reaction with the chloropyridine. [Pg.509]

A third synthesis (60) uses as starting material 3-nitro-4-pyridone which via 3-nitro-4-chloropyridine and 3-amino-4-methoxypyridine is converted to 3-cyano-4-methoxypyridine. The product of the reaction of this last compound with methyl sulfate is oxidized with potassium ferricyanide to ricinine. [Pg.209]

A method for the synthesis of the benzodiazepine derivative (264) by the condensation of anhydride 1 with 3-amino-2-chloropyridine (264) and treatment of the obtained amino amide (265) at 200-210°C was filed in the patent [176],... [Pg.45]

Exactly the same method was successfully employed in the synthesis of 2,2 -bipyridines bearing a free amino group. Thus 4,4 -diamino-2,2 -bipyridine was prepared from 5-amino-2-chloropyridine in 60% yield, respectively [38]. Nickel-catalysed synthesis of biaryls and related vinyl halides were successfully used in a great number of examples [39,40], including the strained aromatic ether-sulfone oligomers [41]. For instance, compound 84 was cyclized to a very strained cyclic... [Pg.55]

Amide and electron-poor aniline nucleophiles have also been employed in heteroaryl halide amination reactions. For example, an organic synthesis procedure was recently reported for the synthesis of ethyl 4-[(6-chloropyridin-3-yl)amino] benzoate via Ai-arylation of ethyl 4-aminobenzoate with 2-chloro-4-iodopyridine (Eq. 32) [220]. Beletskaya has illustrated that bromoindole derivatives can be coupled with amides utilizing either Xantphos or 3,5-(Cp3)2Xantphos (22) as the ligand in good yield (Eq. 33) [169]. [Pg.19]


See other pages where 3- Amino-4-chloropyridine, synthesis is mentioned: [Pg.9]    [Pg.337]    [Pg.669]    [Pg.275]    [Pg.121]    [Pg.92]    [Pg.220]    [Pg.311]    [Pg.1302]    [Pg.1017]    [Pg.74]    [Pg.78]    [Pg.1017]    [Pg.141]    [Pg.373]    [Pg.771]    [Pg.547]    [Pg.129]    [Pg.259]    [Pg.214]   
See also in sourсe #XX -- [ Pg.453 ]




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3- chloropyridine

Amino-2-chloropyridine

Chloropyridines

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