SE8001618L - diazepine - Google Patents

diazepine

Info

Publication number
SE8001618L
SE8001618L SE8001618A SE8001618A SE8001618L SE 8001618 L SE8001618 L SE 8001618L SE 8001618 A SE8001618 A SE 8001618A SE 8001618 A SE8001618 A SE 8001618A SE 8001618 L SE8001618 L SE 8001618L
Authority
SE
Sweden
Prior art keywords
lower alkyl
formula
van
phenyl
denotes
Prior art date
Application number
SE8001618A
Other languages
Swedish (sv)
Other versions
SE445918B (en
Inventor
A Walser
R I Fryer
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of SE8001618L publication Critical patent/SE8001618L/en
Publication of SE445918B publication Critical patent/SE445918B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/10—1,2,5-Thiadiazoles; Hydrogenated 1,2,5-thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/20—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
    • C07D487/14—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D495/14—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (2)

PATENTKRAV 1. Forfarande for framstallning av imidato(1,5-47L1,47- diazopinfOreningar med den allmanna formeln van i A betecknar -C(R6)=t- ; R1 betecknar vate, lagre alkyl, hydroxi-lagre alkyl, hydroxi-lagre alkyl, acyloxi-lagre alkyl, fenyl, alkoxi-lagre alkyl, halogen-lagre alkyl, amino-lAgre alkyl, substituerad amino-lagre alkyl, substituerad fenyl, pyridyl, aralkyl eller gruppen -CORI, (van i Rio betecknar Irate eller lagre alkyl) slier -COOR (van. R betecknar lagre alkyl); betecknar gruppen(van i R be‘ar lagre alkyl); van i R, RI, R3, A ochbar oven anglven betydelse, eller en N-oxid darav till en mctsvarande forening med formeln I, alterCLAIM 1. Process for the preparation of imidato (1,5-47L1,47- diazopine compounds of the general formula van in A denotes -C (R6) = t-; R1 denotes hydrogen, lower alkyl, hydroxy-lower alkyl, hydroxy-lower alkyl, acyloxy-lower alkyl, phenyl, alkoxy-lower alkyl, halogen-lower alkyl, amino-lower alkyl, substituted amino-lower alkyl, substituted phenyl, pyridyl, aralkyl or the group -CORI, (van in Rio denotes Irate or lower alkyl ) slier -COOR (van. R represents lower alkyl); denotes the group (van in R represents lower alkyl); van in R, R 1, R 3, A of formula I, alter 1. under samtidig ringslutning dehydratiserar en fore-fling med formeln1. during simultaneous cyclization, a premix of the formula dehydrates 2. Oxiderar en fOrening med formeln RICOOR R3 Xiii XI 03 betecknar vate eller lagre alkyl; Of betecknar fenyl, monosubstituerad fenyl, disubstituerad fenyl, pyridyl eller monosubstituerad pyridyl; och z betecknar gruppen T Xs Ry —CC Yi( fL_IN van i RI" betecknar vate, lagre alkyl, fenyl, alkoxi-lagre alkyl, substituerad fenyl, pyridyl eller aralkyl, eller en N-oxid darav till en motsvarande farening med formeln I, och cm sa onskas uppdelar en racemisk forening med den oven angivna formeln I i dess optiska enantiomerer, saint em sO onskas Over-for en forening med formeln I i Ott farmaceutiskt acceptabelt salt. van i X betecknar vate, klor, brom eller jod, T betecknar vate eller lagre alkyl och 04 betecknar vate, halogen, nitro, cyano, trifluormetyl, lagre alkyl, substituerad amino, amino, hydroxilagre alkyl eller lagre alkanoyl, och farmaceutiskt acceptable salter av dessa foreningar, vilka for vissa foreningar med formeln I har en struktur, i vilken diazepinringen Or oppnad genom klyvning av C/N-dubbelbindningen i 5,6-stallning,kannetec0nat darav, att man a) later en forening med formeln VII van i R, R3, A och CC her oven angiven betydelse, eller en N-oxid darav reagera med en alkansyraortoester med formeln R1.C(OR)3, van i R betecknar lagre alkyl och R,' betecknar vate, lagre alkyl, alkoxi-lagre alkyl eller halogen-lagre alkyl, eller med en teknisk ekvivalent for att direkt fa en motsvarande farening med formeln I, varvid varje amino- eller alkylaminogrupp fareligger I skyddad form under denna reaktion, eller •2. Oxidizes a compound of the formula RICOOR R 3 Xiii XI 03 represents vate or lower alkyl; Or denotes phenyl, monosubstituted phenyl, disubstituted phenyl, pyridyl or monosubstituted pyridyl; and z represents the group T Xs Ry -CC Yi (fL_IN van in RI "represents vate, lower alkyl, phenyl, alkoxy-lower alkyl, substituted phenyl, pyridyl or aralkyl, or an N-oxide thereof to a corresponding compound of formula I, and cm sa is desired to divide a racemic compound of the above formula I into its optical enantiomers, saint em sO is desired to divide a compound of formula I into Ott pharmaceutically acceptable salt. van i X represents vate, chlorine, bromine or iodine, represents hydrogen or lower alkyl and 04 represents hydrogen, halogen, nitro, cyano, trifluoromethyl, lower alkyl, substituted amino, amino, hydroxyl lower alkyl or lower alkanoyl, and pharmaceutically acceptable salts of these compounds, which for some compounds of formula I have a structure , in which the diazepine ring Or obtained by cleavage of the C / N double bond in 5,6-position, can be obtained by a) leaving a compound of formula VII represented in R, R 3, A and CC above, or a N-oxide thereof reacting with an a alkanoic acid orthoester of the formula R1.C (OR) 3, van in R represents lower alkyl and R 1 'represents hydrogen, lower alkyl, alkoxy-lower alkyl or halo-lower alkyl, or with a technical equivalent to directly obtain a corresponding compound with formula I, wherein each amino or alkylamino group is in protected form during this reaction, or
SE8001618A 1975-08-07 1980-02-29 DIAZEPINE DERIVATIVES FOR USE AS INTERMEDIATES SE445918B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60269175A 1975-08-07 1975-08-07

Publications (2)

Publication Number Publication Date
SE8001618L true SE8001618L (en) 1980-02-29
SE445918B SE445918B (en) 1986-07-28

Family

ID=24412392

Family Applications (2)

Application Number Title Priority Date Filing Date
SE8001619A SE439165B (en) 1975-08-07 1980-02-29 PROCEDURE FOR PREPARING IMIDAZO (1,5-A) (1,4) DIAZEPINES
SE8001618A SE445918B (en) 1975-08-07 1980-02-29 DIAZEPINE DERIVATIVES FOR USE AS INTERMEDIATES

Family Applications Before (1)

Application Number Title Priority Date Filing Date
SE8001619A SE439165B (en) 1975-08-07 1980-02-29 PROCEDURE FOR PREPARING IMIDAZO (1,5-A) (1,4) DIAZEPINES

Country Status (3)

Country Link
SE (2) SE439165B (en)
YU (1) YU42269B (en)
ZA (1) ZA761341B (en)

Also Published As

Publication number Publication date
SE445918B (en) 1986-07-28
SE8001619L (en) 1980-02-29
ZA761341B (en) 1977-11-30
SE439165B (en) 1985-06-03
YU61076A (en) 1983-01-21
YU42269B (en) 1988-08-31

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