IL48667A - 4a-aryl-1,3-diketo-trans-decahydroisoquinolines and 4a-aryl-1,3-diketo-1,2,3,4,4a,5,6,7-octahydroisoquinolines and their preparation - Google Patents

4a-aryl-1,3-diketo-trans-decahydroisoquinolines and 4a-aryl-1,3-diketo-1,2,3,4,4a,5,6,7-octahydroisoquinolines and their preparation

Info

Publication number
IL48667A
IL48667A IL48667A IL4866773A IL48667A IL 48667 A IL48667 A IL 48667A IL 48667 A IL48667 A IL 48667A IL 4866773 A IL4866773 A IL 4866773A IL 48667 A IL48667 A IL 48667A
Authority
IL
Israel
Prior art keywords
compound
hydrogen
diketo
formula
methoxy
Prior art date
Application number
IL48667A
Original Assignee
Du Pont
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 Du Pont filed Critical Du Pont
Publication of IL48667A publication Critical patent/IL48667A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/14Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
    • C07D217/16Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • C07D217/04Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
    • C07D217/24Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to atoms of the carbocyclic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Claims (1)

1. 8. . The compound of claim 2 wherein R is CH "* is , and Ar" is m-methoxyphenyl ; N-methyl-4a-(m H meth6xyphenyl)-l,3-diketo-l ,2,3 ,4,4a,5,6,7-octahydroiso quinoline. 9. Compounds according to Claim 1 of the general formul lb wherein R is hydrogen, c]~c6 alkyl, benzyl, phenethyl, or cycloalkylmethyl of the formula -CH2CH< (CH2)n in which n is an integer in the range 2-5» Ar is ch Claim 9 (continued) 7 R is hydrogen or methoxy and R is methoxy . ■ 10- A"compound according to claim 9 which is dextrorotatory. 11. , A compound according to claim 9 which is laevorotatory. 12. . The compound of claim 9 wherein R^" is hydrogen, R5 is , H Ar1 is C6H5; ½-phenyl-l , 3-diketo-trahs-de ydrolsoquinollne . The compound of claim 9 whe R1 is CH-, is CAlc; N-me hyl-i 14. A process for producing a compound of formula la in Claim 2, which comprises heating a compound of the. general formula wherein R is hydrogen or methoxy , and . 8 R is methoxy, with at · least an.-1 equimolar amount of* an^anhydrous alkanol 6 R OH- in the presence of at least an equimolar amount of anhydrous HCl under inert, anhydrous conditions at a temperature in the range of 50-120°C to produce a compound of the formula ■ ; P] wherein R5 and Ar1 are as defined above and, if desired, heating this compound with sodium hydride and a halide R½r or R^I to form the corresponding N-substituted derivative of the formula wherein R = R except- or the meaning hydrogen. 15. The process of claim 14 wherein the reactants are 2-cyano-3-phenyl-3-carbethxymethylcyclohexene and ethyl alcohol. lis. A process for preparing a compound of the general formula lb in Claim 9, which comprises contacting a compound of the general formula la in Claim 2 with hydrogen in the presence of a maucing catalyst. HEirar
IL48667A 1972-07-20 1973-07-19 4a-aryl-1,3-diketo-trans-decahydroisoquinolines and 4a-aryl-1,3-diketo-1,2,3,4,4a,5,6,7-octahydroisoquinolines and their preparation IL48667A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US27380672A 1972-07-20 1972-07-20
US36584373A 1973-06-01 1973-06-01

Publications (1)

Publication Number Publication Date
IL48667A true IL48667A (en) 1976-11-30

Family

ID=26956443

Family Applications (3)

Application Number Title Priority Date Filing Date
IL42790A IL42790A (en) 1972-07-20 1973-07-19 4a-aryl-trans-decahydroisoquinolines their preparation and pharmaceutical compositions containing them
IL48667A IL48667A (en) 1972-07-20 1973-07-19 4a-aryl-1,3-diketo-trans-decahydroisoquinolines and 4a-aryl-1,3-diketo-1,2,3,4,4a,5,6,7-octahydroisoquinolines and their preparation
IL48667A IL48667A0 (en) 1972-07-20 1975-12-15 4alpha-aryl-1,3-diketo-trans-decahydroisoquinolines and 4alpha-aryl-1,3-diketo-1,2,3,4,4alpha,5,6,7-octahydroisoquinolines and their preparation

Family Applications Before (1)

Application Number Title Priority Date Filing Date
IL42790A IL42790A (en) 1972-07-20 1973-07-19 4a-aryl-trans-decahydroisoquinolines their preparation and pharmaceutical compositions containing them

Family Applications After (1)

Application Number Title Priority Date Filing Date
IL48667A IL48667A0 (en) 1972-07-20 1975-12-15 4alpha-aryl-1,3-diketo-trans-decahydroisoquinolines and 4alpha-aryl-1,3-diketo-1,2,3,4,4alpha,5,6,7-octahydroisoquinolines and their preparation

Country Status (13)

Country Link
JP (1) JPS4985075A (en)
AR (1) AR208650A1 (en)
CA (1) CA1024149A (en)
DE (2) DE2351599A1 (en)
ES (1) ES417127A1 (en)
FR (1) FR2193600B1 (en)
GB (2) GB1436377A (en)
HU (1) HU167738B (en)
IE (1) IE37929B1 (en)
IL (3) IL42790A (en)
LU (1) LU68066A1 (en)
NL (1) NL7310078A (en)
SE (1) SE7602150L (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE7509337L (en) * 1974-09-23 1976-03-24 Du Pont PAINING ASSOCIATIONS
BG30927A3 (en) * 1977-12-27 1981-09-15 Eli Lilly And Company Method for obtaining of trans- 4- alpha- phenyl- octahydro- 1h- 2- pyridine
KR950002885B1 (en) * 1990-06-05 1995-03-28 토레이가부시키가이샤 Indole derivatives
CA2112744A1 (en) * 1991-07-05 1993-01-21 Vittorrio Vecchietti Hydroisoquinoline derivatives
IT1307327B1 (en) * 1995-09-12 2001-10-30 Smithkline Beecham Spa REPLACED HYDROISOKINOLINIC DERIVATIVES

Also Published As

Publication number Publication date
GB1436377A (en) 1976-05-19
ES417127A1 (en) 1976-04-01
IE37929B1 (en) 1977-11-09
CA1024149A (en) 1978-01-10
AU5820773A (en) 1975-01-23
IL48667A0 (en) 1976-02-29
FR2193600A1 (en) 1974-02-22
NL7310078A (en) 1974-01-22
DE2351599A1 (en) 1974-01-31
LU68066A1 (en) 1973-09-26
IL42790A0 (en) 1973-10-25
IL42790A (en) 1976-11-30
HU167738B (en) 1975-12-25
DE2336559A1 (en) 1974-01-31
FR2193600B1 (en) 1976-10-22
IE37929L (en) 1974-01-20
AR208650A1 (en) 1977-02-28
GB1436376A (en) 1976-05-19
JPS4985075A (en) 1974-08-15
SE7602150L (en) 1976-02-23

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