[go: up one dir, main page]

GB720628A - Improvements in or relating to esters of substituted pentanoic acids - Google Patents

Improvements in or relating to esters of substituted pentanoic acids

Info

Publication number
GB720628A
GB720628A GB17980/52A GB1798052A GB720628A GB 720628 A GB720628 A GB 720628A GB 17980/52 A GB17980/52 A GB 17980/52A GB 1798052 A GB1798052 A GB 1798052A GB 720628 A GB720628 A GB 720628A
Authority
GB
United Kingdom
Prior art keywords
methyl
acid
prepared
ethyl
piperidylmethanol
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
GB17980/52A
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.)
STWB Inc
Original Assignee
Sterling Drug Inc
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 Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of GB720628A publication Critical patent/GB720628A/en
Expired 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
    • 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
    • C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
    • 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
    • C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • 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
    • C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/34—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises 1 - methyl - 3 - piperidylmethyl - 2 - cycloalkyl - 4 - methyl - pentanoates of the formula <FORM:0720628/IV (b)/1> wherein R is a cyclohexyl or cyclopentyl radical, or water-soluble acid-addition or quaternary ammonium salts thereof. The compounds are formed by reacting the acid chloride of the corresponding 2 - cycloalkyl - 4 - methyl - pentanoic acid with 1-methyl-3-piperidylmethanol, and reacting the resulting hydrochloride with a base. Acid addition salts are then prepared by reaction with appropriate acids while quaternary ammonium salts are prepared by reaction with an alkyl or aralkyl ester of an inorganic acid (e.g. methyl bromide) or organic sulphonic acid respectively. The example describes the preparation of the hydrochloride, hydrobromide and methobromide of 1-methyl-3-piperidylmethyl-2-(cyclopentyl or cyclohexyl)-4-methylpentanoates. Ethyl 1 - methylpiperidine - 3 - carboxylate is prepared by catalytic hydrogenation of ethyl nicotinate followed by further hydrogenation of a mixture of the hydrogenation product and formaldehyde. 1 - Methyl - 3 - piperidylmethanol is prepared by reducing ethyl 1-methylpiperidine-3-carboxylate with a mixture of 2-methylpentanol-4 and sodium in toluene followed by hydrolysis of the resulting sodium derivative with water.
GB17980/52A 1951-07-20 1952-07-16 Improvements in or relating to esters of substituted pentanoic acids Expired GB720628A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US720628XA 1951-07-20 1951-07-20

Publications (1)

Publication Number Publication Date
GB720628A true GB720628A (en) 1954-12-22

Family

ID=22105325

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17980/52A Expired GB720628A (en) 1951-07-20 1952-07-16 Improvements in or relating to esters of substituted pentanoic acids

Country Status (1)

Country Link
GB (1) GB720628A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1033659B (en) * 1957-01-24 1958-07-10 Siegfried Ag Process for the preparation of basic di (cyclopentyl) acetic acid esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1033659B (en) * 1957-01-24 1958-07-10 Siegfried Ag Process for the preparation of basic di (cyclopentyl) acetic acid esters

Similar Documents

Publication Publication Date Title
GB720628A (en) Improvements in or relating to esters of substituted pentanoic acids
GB1245525A (en) Process for preparing amino-benzomorpholine coupling agents
ES433748A1 (en) 4-Cyclopropylmethyleneoxy-3-chlorophenylacetic acid and salts thereof
GB748064A (en) Substances having spasmolytic activity and method of producing the same
GB688354A (en) Improvements relating to compounds of the benzhydryl ether type
GB1351526A (en) Tropan-3-ol derivatives and processes for their preparation
GB1124441A (en) Novel noralkaloids and process for preparing same
GB1468644A (en) Tetrahydropyridine carboxylic acid esters and salts thereof and their use as insecticidal and acaricidal agents
GB1009365A (en) New amines and processes for their preparation
GB1439378A (en)
GB741007A (en) Improvements relating to triorganosilylbenzamides
GB688726A (en) Thiolurethanes and quaternary ammonium salts derived therefrom, and processes of producing same
GB1525011A (en) Aminoalkanol esters of vincaminic acid and related acids
GB894049A (en) Method of preparing 10-(1-substituted-3-pyrrolidylmethyl) phenothiazines
GB843908A (en) Novel morphinan derivatives and the manufacture thereof
GB771151A (en) Method for the preparation of aminoacyl-anilides
GB803567A (en) A process for the production of 1-ketocyclo-octyl-2-methylene compounds
GB1447162A (en) Triterpene derivatives
ES382620A1 (en) Procedure for the preparation of a new derivative of tiepine. (Machine-translation by Google Translate, not legally binding)
GB1382785A (en) 1,4-ethano-2,3-dihydroquinoline derivatives
GB1049769A (en) Organic compounds containing an isocyclic and a heterocyclic non-aromatic ring and aprocess for the production of these compounds
GB807257A (en) Sulphosuccinic acid mono amides
GB787061A (en) Process for producing n-methyl--a-phenylsuccinimide
GB853116A (en) Substituted piperidines and their preparation
ES395985A1 (en) A procedure for preparation of imidazopiridincarbamates. (Machine-translation by Google Translate, not legally binding)