ES301517A1 - A procedure for the manufacture of benzodiazepine derivatives. (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure for the manufacture of benzodiazepine derivatives. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES301517A1
ES301517A1 ES0301517A ES301517A ES301517A1 ES 301517 A1 ES301517 A1 ES 301517A1 ES 0301517 A ES0301517 A ES 0301517A ES 301517 A ES301517 A ES 301517A ES 301517 A1 ES301517 A1 ES 301517A1
Authority
ES
Spain
Prior art keywords
compound
lower alkyl
phenyl
hydrogen
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES0301517A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of ES301517A1 publication Critical patent/ES301517A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

A process for the manufacture of benzodiazepine derivatives, characterized in that it consists of reacting a compound of the general formula ** (See formula) ** where B represents a carbonyl or methylene group, R1 and R2 represent hydrogen, halogen, trifluoromethyl, nitro, lower alkyl, amino or cyano R3 represents pyridyl, phenyl or phenyl monosubstituted with halogen, trifluoromethyl, nitro, lower alkyl, amino or cyano R4 represents hydrogen, lower alkyl, lower acyl or the group (see formula), R5 represents hydrogen or R4 and R5, taken together, represent an additional C-N bond, in which case the nitrogen atom in the 4-position can carry an oxygen atom, R7 represents a lower alkylene group, R8 represents lower alkyl, lower alkoxy, phenyl or the group (see formula), R9 and R10 represent hydrogen, lower alkyl, lower alkenyl or phenyl and R11 represents hydrogen or lower alkyl, preferably after carrying out before the conversion of said compound into its 1-sodium derivative, with a compound of the general formula X-R7-CO-R8 where R7 represents a lower alkylene group, R8 represents lower alkyl, lower alkyloxy, phenyl or the group (see formula), R9 and R10 represent hydrogen, lower alkyl, lower alkenyl or phenyl and X represents chlorine, bromine or iodine, subjecting, if desired, the obtained compound to one or more of the reaction steps taken from: (a) reducing a 4-oxide obtained, either catalytically in the presence of Raney nickel, or with a phosphoric trihalide; (b) reducing a 4,5-unsaturated compound obtained, by means of hydrogen in the presence of a platinum oxide catalyst; (c) alkylating or acylating a obtained compound carrying a hydrogen atom in the 4-position; (d) quaternizing a 4,5-unsaturated compound obtained and reducing the quaternized compound, by means of a borohydride; (e) reducing the nitro groups to amino groups; (f) converting the amino groups into halogens or cyano groups; (g) treating a 4-oxide which is unsubstituted in the 3-position with an anhydride of a lower alkanoic acid; (h) saponifying the compound thus obtained; e (i) convert a product obtained into its salts. (Machine-translation by Google Translate, not legally binding)
ES0301517A 1963-06-28 1964-06-27 A procedure for the manufacture of benzodiazepine derivatives. (Machine-translation by Google Translate, not legally binding) Expired ES301517A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US29125663A 1963-06-28 1963-06-28

Publications (1)

Publication Number Publication Date
ES301517A1 true ES301517A1 (en) 1965-02-01

Family

ID=23119568

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0301517A Expired ES301517A1 (en) 1963-06-28 1964-06-27 A procedure for the manufacture of benzodiazepine derivatives. (Machine-translation by Google Translate, not legally binding)

Country Status (10)

Country Link
BE (1) BE649717A (en)
BR (1) BR6460322D0 (en)
CH (1) CH461515A (en)
DE (1) DE1445898A1 (en)
DK (1) DK107030C (en)
ES (1) ES301517A1 (en)
FR (2) FR3825M (en)
GB (1) GB1058427A (en)
NL (2) NL6407307A (en)
SE (5) SE317680B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU187262B (en) * 1979-08-16 1985-12-28 Richter Gedeon Vegyeszet Process for preparing new tetrahydro-1,4-benzodiazepin-2-ones

Also Published As

Publication number Publication date
SE342631B (en) 1972-02-14
SE321234B (en) 1970-03-02
SE334897B (en) 1971-05-10
DE1445898C3 (en) 1974-10-10
DE1445898A1 (en) 1969-04-10
FR3825M (en) 1966-01-10
DE1445898B2 (en) 1974-02-21
SE321235B (en) 1970-03-02
DK107030C (en) 1967-04-17
NL131197C (en)
NL6407307A (en) 1964-12-29
GB1058427A (en) 1967-02-08
CH461515A (en) 1968-08-31
FR1409329A (en) 1965-08-27
BR6460322D0 (en) 1973-09-20
BE649717A (en) 1964-12-28
SE317680B (en) 1969-11-24

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