FI83313B - Ny foerfarande foer framstaellning av 1-(substituerad aryl)-1,4-dihydro-4-oxo-1,8-naftyridinderivat och mellanprodukter vilka aer anvaendbara i foerfarandet. - Google Patents

Ny foerfarande foer framstaellning av 1-(substituerad aryl)-1,4-dihydro-4-oxo-1,8-naftyridinderivat och mellanprodukter vilka aer anvaendbara i foerfarandet. Download PDF

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Publication number
FI83313B
FI83313B FI860250A FI860250A FI83313B FI 83313 B FI83313 B FI 83313B FI 860250 A FI860250 A FI 860250A FI 860250 A FI860250 A FI 860250A FI 83313 B FI83313 B FI 83313B
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FI
Finland
Prior art keywords
compound
added
ethyl
group
fluoro
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FI860250A
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English (en)
Finnish (fi)
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FI83313C (sv
FI860250A (fi
FI860250A0 (fi
Inventor
Hirokazu Narita
Yozo Todo
Isamu Saikawa
Tetsuo Yamafuji
Katsuyuki Nagumo
Isao Kitayama
Hideyoshi Nagaki
Shinagawa Mikako Miyajima
Shuntaro Takano
Yoshinori Konishi
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Toyama Chemical Co Ltd
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Publication date
Priority claimed from JP60009191A external-priority patent/JPH0629247B2/ja
Priority claimed from JP60028397A external-priority patent/JPH0629246B2/ja
Priority claimed from JP60043644A external-priority patent/JPH0665670B2/ja
Priority claimed from JP60069061A external-priority patent/JPH0665671B2/ja
Priority claimed from JP60097065A external-priority patent/JPH0662619B2/ja
Priority claimed from JP60129323A external-priority patent/JPH0665672B2/ja
Publication of FI860250A0 publication Critical patent/FI860250A0/fi
Application filed by Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Publication of FI860250A publication Critical patent/FI860250A/fi
Priority to FI893074A priority Critical patent/FI85703C/sv
Publication of FI83313B publication Critical patent/FI83313B/fi
Application granted granted Critical
Publication of FI83313C publication Critical patent/FI83313C/sv

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    • 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
    • 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
    • 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
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Claims (6)

1. Nytt förfarande för framställning av 1,4-dihyd-ro-4-oxo-l,8-naftyridinderivat med formeln I 5 0 F COOR1 , ΤοΊμ 10. x (I) Ψ F 15 väri R1 är en väteatom eller C1.4-alkylgrupp; R2 Sr en ha-logenatom, hydroxylgrupp eller azidogrupp eller en Cx_4-al-koxi-, C1.4-alkyltio-, fenyltio-, C1.4-alkansulf inyl-, bensensulfinyl-, C1.4-alkansulfonyl-, bensensulfonyl-,
20 C1.4-alkansulfonyloxi-, trifluormetylsulfonyloxi-eller ben-sensulfonyloxigrupp, väri bensenringen kan bära som substituent 1-3 C1.4-alkylgrupper eller halogenatomer eller en nitrogrupp, eller naftalensulfonyloxi-, di-C1.4-alkoxifosfi-nyloxi- eller difenyloxifosfinyloxigrupp, 3-amino-l-pyrro-25 lidinylgrupp, väri aminogruppen kan vara skyddad med en C^-alkanoyl- eller N,N-dimetylaminometylengrupp, eller 1-piperazinylgrupp, väri iminogruppen kan vara skyddad med en C1.4-alkanoylgrupp; och X är en väteatom eller fluoratom, eller salter därav, kännetecknat därav, att man 30 omsätter ett 2-(5-fluornikotinoyl)ättiksyraderivat med formeln II II 117 83313 o H -I F. C-CH2COOR x?x R2 \h <“> Λ/ O
10 V F väri Rla är en C1.4-alkylgrupp och R2 och X betecknar samma som ovan, eller ett sait därav med ett acetal av en N,N-disubstituerad formamid, vilket acetal har formeln III 15 3 4 5 R /OR R (III) XR6 20 väri R3 och R4 är lika eller olika och kan vara C1.4-alkyl-eller C4_6-cykloalkylgrupper eller de kan tillsammans bilda en alkylengrupp, vilken bildar en ring tillsammans med gruppen ^0- -CH , och R5 och R6 är lika eller olika 25 ^ 0- kan vara C1.4-alkylgrupper eller de kan bilda 1-pyrrolidi-nylgruppen med den närliggande kväveatomen, i närvaro eller i fränvaro av en syraanhydrid, eller med ett trial-kylortoformiat i närvaro eller i fränvaro av acetanhydrid, 30 och ifall nödvändigt, avlägsnar skyddsgruppen eller över-för den erhällna produkten tili ett sait eller ester. 2. 2-(5-fluornikotinoyl)ättiksyraderivat, vilka är användbara som mellanprodukter vid förfarandet enligt pa-tentkravet 1, kännetecknade därav, att de 35 har formeln II 118 83313 O II , F^^/v^^C-CH2COOR a x o 5 / \ H2 NH (II) Λ/ o V F väri Rla, R2 och X betecknar samma som i patentkravet 1 och salter därav. li
FI860250A 1985-01-23 1986-01-20 Ny förfarande för framställning av 1-(substituerad aryl)-1,4-dihydro-4 -oxo-1,8-naftyridinderivat och mellanprodukter vilka är användbara i f örfarandet FI83313C (sv)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FI893074A FI85703C (sv) 1985-01-23 1989-06-22 Förfarande för framställning av 1,4-dihydro-4-oxonaftyridinderivat

Applications Claiming Priority (12)

Application Number Priority Date Filing Date Title
JP60009191A JPH0629247B2 (ja) 1985-01-23 1985-01-23 ５−フルオロニコチン酸誘導体およびその塩
JP919185 1985-01-23
JP60028397A JPH0629246B2 (ja) 1985-02-18 1985-02-18 ２−（５−フルオロニコチノイル）酢酸誘導体およびその塩
JP2839785 1985-02-18
JP60043644A JPH0665670B2 (ja) 1985-03-07 1985-03-07 １，４−ジヒドロ−４−オキソナフチリジン誘導体およびその塩
JP4364485 1985-03-07
JP60069061A JPH0665671B2 (ja) 1985-04-03 1985-04-03 １−置換アリ−ル−１，４−ジヒドロ−４−オキソナフチリジン誘導体またはその塩の新規製造法
JP6906185 1985-04-03
JP60097065A JPH0662619B2 (ja) 1985-05-08 1985-05-08 １，４−ジヒドロ−４−オキソナフチリジン誘導体またはその塩の新規製造法
JP9706585 1985-05-08
JP12932385 1985-06-14
JP60129323A JPH0665672B2 (ja) 1985-06-14 1985-06-14 １，４−ジヒドロ−４−オキソナフチリジン誘導体またはその塩の新規製造法

Publications (4)

Publication Number Publication Date
FI860250A0 FI860250A0 (fi) 1986-01-20
FI860250A FI860250A (fi) 1986-07-24
FI83313B true FI83313B (fi) 1991-03-15
FI83313C FI83313C (sv) 1991-06-25

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Application Number Title Priority Date Filing Date
FI860250A FI83313C (sv) 1985-01-23 1986-01-20 Ny förfarande för framställning av 1-(substituerad aryl)-1,4-dihydro-4 -oxo-1,8-naftyridinderivat och mellanprodukter vilka är användbara i f örfarandet
FI893075A FI87647C (sv) 1985-01-23 1989-06-22 Förfarande för framställning av nya 5-fluornikotinsyror eller till kar boxylgruppens det reaktiva derivat därav eller salter därav och deras mellanprodukter

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FI893075A FI87647C (sv) 1985-01-23 1989-06-22 Förfarande för framställning av nya 5-fluornikotinsyror eller till kar boxylgruppens det reaktiva derivat därav eller salter därav och deras mellanprodukter

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US (1) US4704459A (sv)
KR (1) KR880001078B1 (sv)
AT (1) AT392789B (sv)
BE (1) BE904086A (sv)
CA (2) CA1340706C (sv)
CH (2) CH671957A5 (sv)
DE (2) DE3601517A1 (sv)
DK (3) DK169570B1 (sv)
FI (2) FI83313C (sv)
FR (1) FR2576305B1 (sv)
GB (2) GB2170804B (sv)
IL (1) IL77688A (sv)
IT (1) IT1190193B (sv)
LU (1) LU86264A1 (sv)
NL (1) NL192986C (sv)
NO (1) NO163227C (sv)
NZ (1) NZ214901A (sv)
PH (2) PH22956A (sv)
PT (1) PT81889B (sv)
SE (3) SE462164B (sv)

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DK285190D0 (da) 1990-11-30
NL192986C (nl) 1998-07-03
NL8600138A (nl) 1986-08-18
SE8600274D0 (sv) 1986-01-22
DE3601517C2 (sv) 1989-11-16
PT81889A (en) 1986-02-01
FI87647B (fi) 1992-10-30
GB8601045D0 (en) 1986-02-19
FI83313C (sv) 1991-06-25
IT8647562A0 (it) 1986-01-22
DK169570B1 (da) 1994-12-05
NO163227C (no) 1990-04-25
DK285290A (da) 1990-11-30
BE904086A (fr) 1986-07-22
AT392789B (de) 1991-06-10
KR880001078B1 (ko) 1988-06-22
KR860005817A (ko) 1986-08-13
FI860250A (fi) 1986-07-24
SE8600274L (sv) 1986-09-10
FI893075A0 (fi) 1989-06-22
DE3601517A1 (de) 1986-08-21
IT1190193B (it) 1988-02-16
GB2170804B (en) 1989-09-20
FR2576305A1 (fr) 1986-07-25
DK32286A (da) 1986-07-24
LU86264A1 (fr) 1986-08-04
FR2576305B1 (fr) 1991-04-19
US4704459A (en) 1987-11-03
DK170857B1 (da) 1996-02-12
CA1340706C (en) 1999-08-17
FI87647C (sv) 1993-02-10
DK285290D0 (da) 1990-11-30
IL77688A (en) 1991-01-31
SE8902265D0 (sv) 1989-06-21
ATA7286A (de) 1990-11-15
GB2204040A (en) 1988-11-02
FI860250A0 (fi) 1986-01-20
GB2204040B (en) 1989-09-20
DE3637679C1 (de) 1992-08-27
SE8902265L (sv) 1989-06-21
SE469983B (sv) 1993-10-18
SE462164B (sv) 1990-05-14
CH667456A5 (de) 1988-10-14
GB2170804A (en) 1986-08-13
PH23202A (en) 1989-06-06
FI893075A (fi) 1989-06-22
CH671957A5 (sv) 1989-10-13
NZ214901A (en) 1989-01-27
SE8902264L (sv) 1989-06-21
NO860226L (no) 1986-07-24
GB8811645D0 (en) 1988-06-22
DK32286D0 (da) 1986-01-22
PT81889B (pt) 1988-05-27
DK285190A (da) 1990-11-30
NO163227B (no) 1990-01-15
SE8902264D0 (sv) 1989-06-21
CA1340783C (en) 1999-10-12
PH22956A (en) 1989-02-03
SE469984B (sv) 1993-10-18
DK170532B1 (da) 1995-10-16
NL192986B (nl) 1998-03-02

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