CA2053803A1 - Process for the preparation of (3-fluoropyridin-2-yloxy)phenoxypropionic acids - Google Patents
Process for the preparation of (3-fluoropyridin-2-yloxy)phenoxypropionic acidsInfo
- Publication number
- CA2053803A1 CA2053803A1 CA002053803A CA2053803A CA2053803A1 CA 2053803 A1 CA2053803 A1 CA 2053803A1 CA 002053803 A CA002053803 A CA 002053803A CA 2053803 A CA2053803 A CA 2053803A CA 2053803 A1 CA2053803 A1 CA 2053803A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- fluoropyridin
- yloxy
- preparation
- hydrogen
- 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
Links
- XHYSBUOFSPJXFK-UHFFFAOYSA-N 2-(3-fluoropyridin-2-yl)oxy-2-phenoxypropanoic acid Chemical class N=1C=CC=C(F)C=1OC(C(O)=O)(C)OC1=CC=CC=C1 XHYSBUOFSPJXFK-UHFFFAOYSA-N 0.000 title abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- 229910052700 potassium Chemical group 0.000 abstract 1
- 239000011591 potassium Chemical group 0.000 abstract 1
- 239000011734 sodium Chemical group 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 238000005979 thermal decomposition reaction Methods 0.000 abstract 1
- -1 trifluoromethvl Chemical group 0.000 abstract 1
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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
-
- 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
- C07D213/67—2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl)pyridine, i.e. pyridoxine
-
- 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
- C07D213/73—Unsubstituted amino or imino radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
(3-Fluoropyridin-2-yloxy)phenoxypropionic acids of formula I
(See formula I) wherein X is hydrogen, fluoro, chloro, bromo or trifluoromethvl and Y is hydrogen, sodium or potassium, axe prepared by reacting a compound of formula 11
(See formula I) wherein X is hydrogen, fluoro, chloro, bromo or trifluoromethvl and Y is hydrogen, sodium or potassium, axe prepared by reacting a compound of formula 11
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH3379/90-7 | 1990-10-23 | ||
CH337990 | 1990-10-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2053803A1 true CA2053803A1 (en) | 1992-04-24 |
CA2053803C CA2053803C (en) | 2002-12-17 |
Family
ID=4254687
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002053803A Expired - Fee Related CA2053803C (en) | 1990-10-23 | 1991-10-21 | Process for the preparation of (3-fluoropyridin-2-yloxy)phenoxypropionic acids |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0483061B1 (en) |
JP (1) | JP3069810B2 (en) |
KR (1) | KR100212690B1 (en) |
BR (1) | BR9104557A (en) |
CA (1) | CA2053803C (en) |
DE (1) | DE59105515D1 (en) |
IE (1) | IE66342B1 (en) |
IL (1) | IL99805A (en) |
ZA (1) | ZA918408B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115108972A (en) * | 2022-08-29 | 2022-09-27 | 北京迪泰医药科技有限公司 | Synthetic method of 2-methyl-3-fluoro-5-bromopyridine |
CN115974783B (en) * | 2022-12-13 | 2025-01-24 | 湖北灵泽医药科技有限公司 | A method for preparing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0305593A3 (en) * | 1983-12-06 | 1989-10-11 | Ciba-Geigy Ag | Intermediates for cyanamides of 2-pyridinyloxyphenoxypropionic acid |
-
1991
- 1991-10-02 KR KR1019910017336A patent/KR100212690B1/en not_active Expired - Fee Related
- 1991-10-15 DE DE59105515T patent/DE59105515D1/en not_active Expired - Fee Related
- 1991-10-15 EP EP91810794A patent/EP0483061B1/en not_active Expired - Lifetime
- 1991-10-21 CA CA002053803A patent/CA2053803C/en not_active Expired - Fee Related
- 1991-10-21 IL IL9980591A patent/IL99805A/en not_active IP Right Cessation
- 1991-10-22 ZA ZA918408A patent/ZA918408B/en unknown
- 1991-10-22 IE IE370491A patent/IE66342B1/en not_active IP Right Cessation
- 1991-10-22 BR BR919104557A patent/BR9104557A/en not_active IP Right Cessation
- 1991-10-23 JP JP30395991A patent/JP3069810B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
IE66342B1 (en) | 1995-12-27 |
IE913704A1 (en) | 1992-05-22 |
BR9104557A (en) | 1992-06-09 |
IL99805A0 (en) | 1992-08-18 |
EP0483061A3 (en) | 1992-10-28 |
EP0483061B1 (en) | 1995-05-17 |
JP3069810B2 (en) | 2000-07-24 |
IL99805A (en) | 1995-12-31 |
KR920008001A (en) | 1992-05-27 |
EP0483061A2 (en) | 1992-04-29 |
CA2053803C (en) | 2002-12-17 |
ZA918408B (en) | 1992-06-24 |
DE59105515D1 (en) | 1995-06-22 |
KR100212690B1 (en) | 1999-08-02 |
JPH04264070A (en) | 1992-09-18 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |