FR2428631A1 - 1-Benzyl-4-benzamido-piperidine deriv. prepn. - from thio-benzoic acid deriv., used as dopamine antagonist - Google Patents

1-Benzyl-4-benzamido-piperidine deriv. prepn. - from thio-benzoic acid deriv., used as dopamine antagonist

Info

Publication number
FR2428631A1
FR2428631A1 FR7835285A FR7835285A FR2428631A1 FR 2428631 A1 FR2428631 A1 FR 2428631A1 FR 7835285 A FR7835285 A FR 7835285A FR 7835285 A FR7835285 A FR 7835285A FR 2428631 A1 FR2428631 A1 FR 2428631A1
Authority
FR
France
Prior art keywords
deriv
formula
prepn
benzamido
thio
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.)
Granted
Application number
FR7835285A
Other languages
French (fr)
Other versions
FR2428631B1 (en
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.)
Anphar SA
Original Assignee
Anphar SA
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 Anphar SA filed Critical Anphar SA
Publication of FR2428631A1 publication Critical patent/FR2428631A1/en
Application granted granted Critical
Publication of FR2428631B1 publication Critical patent/FR2428631B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Prepn. of piperdine derivs. of formula (I, R4isH) comprises firstly reacting a thiobenzoic acid deriv. of formula (II, Y is H) with ClCO2R5. Reactor is at -15 to 0 degrees C in an organic solvent in presence of NET3. The prod. of formula (I, Y is CO2R5) is reacted in situ a 0-20 degrees C with an amine of formula (III). The prod. of formula (I) is hydrolysed if R4 is other than H. In the formulae, X is Cl or Br.R1 is 1-6C alkyl. R2 and R3 are both H, or one is Cl in the 3- or 4- position or Me or OMe in the 4- position and the other is H, or R2 and R3 together form 3,4-OCH2O. R4 is H, CHO or 2-5C alkanoyl opt. substd. by 1-3 halo. R5 is 1-6C alkyl. (I, R4 is H) are antagonists of dopamine or depaminergic agents. The process gives ca. 95% yield. Inexpensive solvents can be used.
FR7835285A 1978-06-14 1978-12-08 1-Benzyl-4-benzamido-piperidine deriv. prepn. - from thio-benzoic acid deriv., used as dopamine antagonist Granted FR2428631A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES470772A ES470772A1 (en) 1978-06-14 1978-06-14 Novel manufacture of nn*11benzylpiperidoo44** benzamide

Publications (2)

Publication Number Publication Date
FR2428631A1 true FR2428631A1 (en) 1980-01-11
FR2428631B1 FR2428631B1 (en) 1982-12-31

Family

ID=8476283

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7835285A Granted FR2428631A1 (en) 1978-06-14 1978-12-08 1-Benzyl-4-benzamido-piperidine deriv. prepn. - from thio-benzoic acid deriv., used as dopamine antagonist

Country Status (8)

Country Link
JP (1) JPS54163584A (en)
AR (1) AR224620A1 (en)
BE (1) BE872641A (en)
CA (1) CA1099719A (en)
ES (1) ES470772A1 (en)
FR (1) FR2428631A1 (en)
IL (1) IL56146A (en)
NZ (1) NZ189085A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5822232U (en) * 1981-08-04 1983-02-10 相生精機株式会社 Clamp pallet exchange device for machine tools

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1507463A (en) * 1975-03-10 1978-04-12 Gallardo Antonio Sa N-(1-benzylpiperid-4-yl)-benzamides methods for their preparation and pharmaceutical compositions containing them

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1507463A (en) * 1975-03-10 1978-04-12 Gallardo Antonio Sa N-(1-benzylpiperid-4-yl)-benzamides methods for their preparation and pharmaceutical compositions containing them

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
EXBK/70 *

Also Published As

Publication number Publication date
JPS612063B2 (en) 1986-01-22
BE872641A (en) 1979-06-08
IL56146A (en) 1982-07-30
JPS54163584A (en) 1979-12-26
AR224620A1 (en) 1981-12-30
IL56146A0 (en) 1979-03-12
NZ189085A (en) 1981-04-24
CA1099719A (en) 1981-04-21
ES470772A1 (en) 1979-01-16
FR2428631B1 (en) 1982-12-31

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