GB1289137A - - Google Patents

Info

Publication number
GB1289137A
GB1289137A GB1289137DA GB1289137A GB 1289137 A GB1289137 A GB 1289137A GB 1289137D A GB1289137D A GB 1289137DA GB 1289137 A GB1289137 A GB 1289137A
Authority
GB
United Kingdom
Prior art keywords
alkyl
compounds
reacting
possibly
clco
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
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 filed Critical
Publication of GB1289137A publication Critical patent/GB1289137A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C07D213/85—Nitriles in position 3
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

1289137 Pyrido[2,3-d]pyrimidin-2-ones SANDOZ Ltd 1 Dec 1969 [10 Dec 1968] 58488/69 Heading C2C The invention comprises compounds of formula wherein x-y is CR 2 =N or CHR 2 -NH, R is H or C 1-5 alky], R 1 is C 1-6 alkyl, C 3-6 cycloalkyl, allyl, methallyl or propargyl, and R 2 is Ph possibly containing 1-2 substituents which are F, Cl, Br, C 1-4 alkyl or C 1-4 alkoxy. These compounds are prepared by (1) reacting the corresponding precursor in which R, is an alkali metal atom, with R 1 X (R 1 #tertiary alkyl; X=Cl, Br or I); (2) reacting a (possibly RStibstituted) 2 - R 1 NH - 3 - pyridyl/phenyl ketimine with COCl 2 , ClCO 2 Me, ClCO 2 Et. NH 1 CO 2 -alkyl (C 1-5 ) at not less than 140‹ C. or 1,1<SP>1</SP>- carbonyldiimidazole (but only compounds when R 1 =tertiary alkyl); (3) reacting a (possibly R-substituted) 2-R 1 NH-3-benzoylpyridine (R 1 #tertiaty alkyl) with urea or isocyanic acid, or with NH 2 CO 2 -alkyl (C 1-5 ) at not less than 140‹ C. in presence of a Lewis acid; (4) (further 3,4-dihydro-compounds) reducing the non-hydrogenated analogue in an inert organic solvent. Starting materials.-Details are given for the preparation of 2-chloro-6-methyl-nicotinonitrile, and 2-isopropylaminonicotinonitrile and its 6- methyl derivative. Therapeutic compositions: for oral or parenteral administration comprise compounds of the above formula, which have anti-inflammatory activity.
GB1289137D 1968-12-10 1969-12-01 Expired GB1289137A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US78274368A 1968-12-10 1968-12-10

Publications (1)

Publication Number Publication Date
GB1289137A true GB1289137A (en) 1972-09-13

Family

ID=25127036

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1289137D Expired GB1289137A (en) 1968-12-10 1969-12-01

Country Status (8)

Country Link
JP (2) JPS4925275B1 (en)
BE (1) BE742817A (en)
CA (1) CA932731A (en)
CH (4) CH554358A (en)
DE (1) DE1961326A1 (en)
FR (1) FR2025757A1 (en)
GB (1) GB1289137A (en)
SE (1) SE356051B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04105230U (en) * 1991-02-20 1992-09-10 ソニー株式会社 coil spring
NZ322197A (en) * 1995-11-21 1999-02-25 Yamanouchi Pharma Co Ltd Pyrido[2,3-d] pyrimidine derivatives and pharmaceutical compositions thereof

Also Published As

Publication number Publication date
CH521983A (en) 1972-04-30
JPS4925275B1 (en) 1974-06-28
JPS4842079B1 (en) 1973-12-10
SE356051B (en) 1973-05-14
CH554357A (en) 1974-09-30
CA932731A (en) 1973-08-28
BE742817A (en) 1970-06-08
FR2025757A1 (en) 1970-09-11
CH554359A (en) 1974-09-30
DE1961326A1 (en) 1970-07-09
CH554358A (en) 1974-09-30

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee