CS221807B2 - Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole - Google Patents

Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole Download PDF

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Publication number
CS221807B2
CS221807B2 CS815710A CS571081A CS221807B2 CS 221807 B2 CS221807 B2 CS 221807B2 CS 815710 A CS815710 A CS 815710A CS 571081 A CS571081 A CS 571081A CS 221807 B2 CS221807 B2 CS 221807B2
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CS
Czechoslovakia
Prior art keywords
formula
acid
trans
compounds
mixture
Prior art date
Application number
CS815710A
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Czech (cs)
English (en)
Inventor
Willard M Welch
Original Assignee
Pfizer
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.)
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Publication date
Application filed by Pfizer filed Critical Pfizer
Publication of CS221807B2 publication Critical patent/CS221807B2/cs

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Anesthesiology (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
CS815710A 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole CS221807B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/005,698 US4224329A (en) 1979-01-23 1979-01-23 2-Substituted-trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indoles

Publications (1)

Publication Number Publication Date
CS221807B2 true CS221807B2 (en) 1983-04-29

Family

ID=21717248

Family Applications (4)

Application Number Title Priority Date Filing Date
CS815711A CS221808B2 (en) 1979-01-23 1980-01-03 Method of making the 5-phenyl-2-hydroxytetrahydrofurane
CS8098A CS221806B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole
CS815710A CS221807B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3b/indole
CS815712A CS221809B2 (en) 1979-01-23 1980-01-03 Method of making the dextrorotary trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3-b/indole

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CS815711A CS221808B2 (en) 1979-01-23 1980-01-03 Method of making the 5-phenyl-2-hydroxytetrahydrofurane
CS8098A CS221806B2 (en) 1979-01-23 1980-01-03 Method of making the trans-2-substituted-5-aryl-2,3,4,4a5, 98-hexahydro-1h-pyrido/1,3-b/indole

Family Applications After (1)

Application Number Title Priority Date Filing Date
CS815712A CS221809B2 (en) 1979-01-23 1980-01-03 Method of making the dextrorotary trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1h-pyrido/4,3-b/indole

Country Status (34)

Country Link
US (1) US4224329A (de)
JP (4) JPS55100386A (de)
KR (1) KR830001932A (de)
AR (1) AR231291A1 (de)
AT (1) AT376674B (de)
AU (1) AU521986B2 (de)
BE (1) BE881283A (de)
CA (1) CA1144168A (de)
CH (2) CH651040A5 (de)
CS (4) CS221808B2 (de)
DD (2) DD149071A5 (de)
DE (1) DE3002367A1 (de)
DK (1) DK25580A (de)
EG (1) EG14767A (de)
FI (1) FI800179A (de)
FR (3) FR2447379A1 (de)
GB (1) GB2041925B (de)
GR (1) GR73567B (de)
HU (3) HU189174B (de)
IE (1) IE49500B1 (de)
IL (1) IL59189A (de)
IN (1) IN153300B (de)
IT (1) IT1149927B (de)
LU (1) LU82105A1 (de)
NL (1) NL8000385A (de)
NO (2) NO151895C (de)
NZ (3) NZ192175A (de)
PH (4) PH15736A (de)
PL (4) PL126032B1 (de)
PT (1) PT70724A (de)
SE (3) SE441358B (de)
SU (3) SU1168094A3 (de)
YU (2) YU269379A (de)
ZA (1) ZA796374B (de)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4431649A (en) * 1979-07-30 1984-02-14 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4431646A (en) * 1979-07-30 1984-02-14 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4432978A (en) * 1979-07-30 1984-02-21 Pfizer Inc. Hexahydro-trans-pyridoindole
US4337250A (en) * 1979-07-30 1982-06-29 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4427679A (en) 1981-01-16 1984-01-24 Pfizer Inc. Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents
US4467090A (en) * 1982-09-30 1984-08-21 Pfizer Inc. Compound, 8-fluoro-5-(p-fluorophenyl)-2-[4-(p-fluorophenyl)-4-hydroxybutyryl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
US4477669A (en) * 1982-09-30 1984-10-16 Pfizer Inc. Processes and intermediates useful in the preparation of flutroline
US4451655A (en) * 1982-05-17 1984-05-29 Pfizer Inc. Process for preparing carboline derivatives and compounds used in their preparation
US4698444A (en) * 1982-09-30 1987-10-06 Pfizer Inc. 1,1-bis(p-fluorophenyl)urea
US4568748A (en) * 1982-09-30 1986-02-04 Pfizer Inc. 2-Carbobenzoxy-8-fluoro-5-(p-fluorophenyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
JPS61248502A (ja) * 1985-04-26 1986-11-05 Pioneer Electronic Corp 磁性材料の接合方法
US4672117A (en) * 1985-09-16 1987-06-09 American Home Products Corporation Antipsychotic gamma-carbolines
US4636563A (en) * 1985-09-16 1987-01-13 American Home Products Corporation Antipsychotic γ-carbolines
US4798896A (en) * 1988-01-19 1989-01-17 American Home Products Corporation Antipsychotic gamma-carboline N-oxides
US5075315A (en) * 1990-05-17 1991-12-24 Mcneilab, Inc. Antipsychotic hexahydro-2H-indeno[1,2-c]pyridine derivatives
CA2355716C (en) * 1998-12-21 2010-05-18 Janssen Pharmaceutica N.V. Benzisoxazoles and phenones as .alpha.2-antagonists
RU2329044C1 (ru) * 2006-11-16 2008-07-20 Андрей Александрович Иващенко Лиганды 5-ht6 рецепторов, фармацевтическая композиция, способ ее получения и лекарственное средство

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA551241A (en) * 1958-01-07 S. Abbott Leslie Production of substituted piperidines
US3382250A (en) * 1966-12-07 1968-05-07 Abbott Lab Aroylalkyl derivatives of 1, 2, 3, 4-tetrahydro-5h-pyrido[4, 3b]indoles
US3687961A (en) * 1971-05-03 1972-08-29 Abbott Lab 8-fluoro-2-{8 3-(4-fluorophenylanilinopropyl{9 -gamma-carboline
AR205452A1 (es) * 1973-12-06 1976-05-07 Endo Lab Metodo para preparar nuevos trans-2, 3, 4, 4a, 5, 9b-hexahidro-5-fenil-1h-pirido(4,3-b) indoles
JPS50126699A (de) * 1974-03-20 1975-10-04
AR206812A1 (es) * 1974-04-01 1976-08-23 Pfizer Compuestos intermediarios de azaciclo(3,4-a)indoles 4- y 5-fenil substituidos desprovistos de actividad terapeutica
US4001263A (en) * 1974-04-01 1977-01-04 Pfizer Inc. 5-Aryl-1,2,3,4-tetrahydro-γ-carbolines
SE7702301L (sv) * 1976-04-08 1977-10-09 Endo Lab Trans-hexahydro-pyrido-indoler
SE441448B (sv) * 1977-05-23 1985-10-07 Pfizer Sett att framstella hexahydro-gamma-karbolinforeningar

Also Published As

Publication number Publication date
IT8019373A0 (it) 1980-01-22
DE3002367A1 (de) 1980-07-24
NZ197582A (en) 1984-05-31
JPS5636487A (en) 1981-04-09
GR73567B (de) 1984-03-16
SE8404554D0 (sv) 1984-09-11
YU269379A (en) 1984-04-30
FR2447379A1 (fr) 1980-08-22
PH15086A (en) 1982-07-02
NO151895B (no) 1985-03-18
CH651040A5 (fr) 1985-08-30
CS221808B2 (en) 1983-04-29
NZ197581A (en) 1984-05-31
CA1144168A (en) 1983-04-05
LU82105A1 (fr) 1980-08-08
AU5476580A (en) 1980-07-31
IL59189A (en) 1984-01-31
NO794317L (no) 1980-07-24
SU1080746A3 (ru) 1984-03-15
IT1149927B (it) 1986-12-10
IE49500B1 (en) 1985-10-16
SE8404555L (sv) 1984-09-11
EG14767A (en) 1985-12-31
PL126032B1 (en) 1983-07-30
CS221809B2 (en) 1983-04-29
PH15072A (en) 1982-06-03
ZA796374B (en) 1980-11-26
PH15736A (en) 1983-03-18
AT376674B (de) 1984-12-27
US4224329A (en) 1980-09-23
SU1168094A3 (ru) 1985-07-15
AU521986B2 (en) 1982-05-13
PL221248A1 (de) 1980-12-01
HU188201B (en) 1986-03-28
GB2041925A (en) 1980-09-17
FR2453174A1 (fr) 1980-10-31
JPS5636475A (en) 1981-04-09
GB2041925B (en) 1982-10-20
SE8404554L (sv) 1984-09-11
AR231291A1 (es) 1984-10-31
FR2453175B1 (de) 1983-07-29
SE441358B (sv) 1985-09-30
FI800179A (fi) 1980-07-24
FR2453175A1 (fr) 1980-10-31
JPS5740151B2 (de) 1982-08-25
IN153300B (de) 1984-06-30
ATA33380A (de) 1984-05-15
FR2453174B1 (de) 1983-07-29
HU189174B (en) 1986-06-30
JPS5855151B2 (ja) 1983-12-08
HU184712B (en) 1984-10-29
IL59189A0 (en) 1980-05-30
KR830001932A (ko) 1983-05-19
CH648314A5 (fr) 1985-03-15
DD156369A5 (de) 1982-08-18
JPS55100386A (en) 1980-07-31
CS221806B2 (en) 1983-04-29
SE8000329L (sv) 1980-07-24
IE800121L (en) 1980-07-23
NL8000385A (nl) 1980-07-25
SE8404555D0 (sv) 1984-09-11
BE881283A (fr) 1980-07-22
PL126532B1 (en) 1983-08-31
NO151895C (no) 1985-06-26
JPS5636486A (en) 1981-04-09
PL126867B1 (en) 1983-09-30
YU242183A (en) 1984-06-30
NZ192175A (en) 1984-05-31
FR2447379B1 (de) 1983-08-19
NO843041L (no) 1980-07-24
PT70724A (en) 1980-02-01
PH17773A (en) 1984-12-11
SU1333239A3 (ru) 1987-08-23
DK25580A (da) 1980-07-24
DD149071A5 (de) 1981-06-24
PL120774B1 (en) 1982-03-31

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