Novel synthesis of 5, 11??dihydro??6H??pyrido [2, 3??b]??[1, 4] benzodiazepin??6??ones and related studies

M Oklobdžija, G Comisso, E Decorte…

Index: Oklobdzija; Comisso; Decorte; et al. Journal of Heterocyclic Chemistry, 1983 , vol. 20, # 5 p. 1329 - 1334

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Citation Number: 11

Abstract

Abstract 5, 11-Dihydro-6H-pyrido [2, 3-6][1, 4] benzodiazepin-6-one (1), a basic intermediate in the preparation of 11-α-aminoacetyl derivatives with important biological activities, has been obtained by a three-step synthesis starting from easily available isatoic anhydride and anhydro ornithine. Some model cyclisation reactions leading to 5-member ring derivatives 10 and 12 instead of 7-member ring analogues of 1, are reported. Easy transformations of ...

 Related Synthetic Route
3-(2'-chlorobenzoyl)amino-2-chloropyridine Structure

84446-21-9

3-(2'-chloroben...

~93%

2-chloro-N-(2-methoxypyridin-3-yl)benzamide Structure

88369-30-6

2-chloro-N-(2-m...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-chloro-N-(2-methoxypyridin-3-yl)benzamide Structure

88369-30-6

2-chloro-N-(2-m...

2-Chlorobenzoyl chloride Structure

609-65-4

2-Chlorobenzoyl...

~%

2-chloro-N-(2-methoxypyridin-3-yl)benzamide Structure

88369-30-6

2-chloro-N-(2-m...

hydroxypyridone Structure

16867-04-2

hydroxypyridone

~%

2-amino-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

88369-33-9

2-amino-N-(2-ox...

Isatoic anhydride Structure

118-48-9

Isatoic anhydride

3-Aminopyridin-2-ol Structure

33630-99-8

3-Aminopyridin-2-ol

~%

2-amino-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

88369-33-9

2-amino-N-(2-ox...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-(2-bromophenyl)-[1,3]oxazolo[5,4-b]pyridine Structure

67588-13-0

2-(2-bromopheny...

2-Bromobenzoyl chloride Structure

7154-66-7

2-Bromobenzoyl ...

~%

2-(2-bromophenyl)-[1,3]oxazolo[5,4-b]pyridine Structure

67588-13-0

2-(2-bromopheny...

3-(2'-bromobenzoyl)amino-2-chloropyridine Structure

84446-17-3

3-(2'-bromobenz...

~%

2-(2-bromophenyl)-[1,3]oxazolo[5,4-b]pyridine Structure

67588-13-0

2-(2-bromopheny...

3-(2'-bromobenzoyl)amino-2-chloropyridine Structure

84446-17-3

3-(2'-bromobenz...

~86%

2-bromo-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

67588-15-2

2-bromo-N-(2-ox...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-bromo-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

67588-15-2

2-bromo-N-(2-ox...

2-Bromobenzoyl chloride Structure

7154-66-7

2-Bromobenzoyl ...

~%

2-bromo-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

67588-15-2

2-bromo-N-(2-ox...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

2-Bromobenzoyl chloride Structure

7154-66-7

2-Bromobenzoyl ...

~89%

3-(2'-bromobenzoyl)amino-2-chloropyridine Structure

84446-17-3

3-(2'-bromobenz...

3-Amino-2-piperidinone Structure

1892-22-4

3-Amino-2-piper...

Isatoic anhydride Structure

118-48-9

Isatoic anhydride

~97%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

5-amino-2-piperidino-6-spiro-2'-benzo-1',2',3',8'-tetrahydro-1',3'-oxazin-8'-one Structure

88369-35-1

5-amino-2-piper...

~99%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

H-DL-Orn-OH.HCl Structure

1069-31-4

H-DL-Orn-OH.HCl

~%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

2,3,4,4a,5,11-hexahydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one hydrochloride Structure

84772-28-1

2,3,4,4a,5,11-h...

~%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

N/A Structure

88369-34-0

N/A

~%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

ornithine methyl ester Structure

81084-75-5

ornithine methy...

~%

2-amino-N-(2-oxopiperidin-3-yl)benzamide Structure

84772-30-5

2-amino-N-(2-ox...

3-(2'-chlorobenzoyl)amino-2-chloropyridine Structure

84446-21-9

3-(2'-chloroben...

~86%

2-chloro-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

52334-72-2

2-chloro-N-(2-o...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-chloro-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

52334-72-2

2-chloro-N-(2-o...

2-Chlorobenzoyl chloride Structure

609-65-4

2-Chlorobenzoyl...

~%

2-chloro-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

52334-72-2

2-chloro-N-(2-o...

hydroxypyridone Structure

16867-04-2

hydroxypyridone

~13%

3-Aminopyridin-2-ol Structure

33630-99-8

3-Aminopyridin-2-ol

2-chloro-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

52334-72-2

2-chloro-N-(2-o...

~%

2-chloro-N-(2-sulfanylidene-1H-pyridin-3-yl)benzamide Structure

88369-28-2

2-chloro-N-(2-s...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-chloro-N-(2-sulfanylidene-1H-pyridin-3-yl)benzamide Structure

88369-28-2

2-chloro-N-(2-s...

3-(2'-chlorobenzoyl)amino-2-chloropyridine Structure

84446-21-9

3-(2'-chloroben...

~%

2-chloro-N-(2-sulfanylidene-1H-pyridin-3-yl)benzamide Structure

88369-28-2

2-chloro-N-(2-s...

2-Chlorobenzoyl chloride Structure

609-65-4

2-Chlorobenzoyl...

~%

2-chloro-N-(2-sulfanylidene-1H-pyridin-3-yl)benzamide Structure

88369-28-2

2-chloro-N-(2-s...

2-chloro-N-(2-oxo-1H-pyridin-3-yl)benzamide Structure

52334-72-2

2-chloro-N-(2-o...

~%

2-(2-chlorophenyl)-[1,3]thiazolo[5,4-b]pyridine Structure

88369-29-3

2-(2-chlorophen...

2-Chlorpyridin-3-amin Structure

6298-19-7

2-Chlorpyridin-...

~%

2-(2-chlorophenyl)-[1,3]thiazolo[5,4-b]pyridine Structure

88369-29-3

2-(2-chlorophen...

3-(2'-chlorobenzoyl)amino-2-chloropyridine Structure

84446-21-9

3-(2'-chloroben...

~%

2-(2-chlorophenyl)-[1,3]thiazolo[5,4-b]pyridine Structure

88369-29-3

2-(2-chlorophen...

2-Chlorobenzoyl chloride Structure

609-65-4

2-Chlorobenzoyl...

~%

2-(2-chlorophenyl)-[1,3]thiazolo[5,4-b]pyridine Structure

88369-29-3

2-(2-chlorophen...


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