SE409861B - Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening - Google Patents

Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening

Info

Publication number: SE409861B
Authority: SE; Sweden
Prior art keywords: formula; compound; preparation; process according; vii
Prior art date: 1977-07-04

Application number

SE7707707A

Other languages

English (en)

Swedish (sv)

Other versions

SE7707707L (sv

Inventor

P Bamberg

Original Assignee

Astra Laekemedel Ab

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.)

1977-07-04

Filing date

1977-07-04

Publication date

1979-09-10

1977-07-04 Application filed by Astra Laekemedel Ab filed Critical Astra Laekemedel Ab

1977-07-04 Priority to SE7707707A priority Critical patent/SE409861B/sv

1978-06-26 Priority to PCT/SE1978/000009 priority patent/WO1979000023A1/en

1978-06-26 Priority to CH329979A priority patent/CH641163A5/de

1978-06-27 Priority to CA306,260A priority patent/CA1082198A/en

1978-06-29 Priority to DK782953A priority patent/DK295378A/da

1978-06-30 Priority to IT50123/78A priority patent/IT1105226B/it

1978-06-30 Priority to ES471302A priority patent/ES471302A1/es

1978-06-30 Priority to FI782115A priority patent/FI64581C/fi

1978-07-03 Priority to NO782304A priority patent/NO782304L/no

1978-07-04 Priority to AT0483778A priority patent/AT365171B/de

1978-07-04 Priority to JP8182078A priority patent/JPS5414976A/ja

1978-07-04 Priority to NL7807246A priority patent/NL7807246A/xx

1979-01-05 Publication of SE7707707L publication Critical patent/SE7707707L/xx

1979-06-19 Priority to SE7905383A priority patent/SE412230B/sv

1979-08-03 Priority to SU792798502A priority patent/SU923366A3/ru

1979-09-10 Publication of SE409861B publication Critical patent/SE409861B/sv

Links

238000000034 method Methods 0.000 title claims description 12
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title 1
230000001225 therapeutic effect Effects 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 14
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
238000006243 chemical reaction Methods 0.000 claims description 9
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 7
239000003153 chemical reaction reagent Substances 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
IDGVUIHZWDVXOQ-UHFFFAOYSA-N (4-bromophenyl)-pyridin-3-ylmethanone Chemical compound C1=CC(Br)=CC=C1C(=O)C1=CC=CN=C1 IDGVUIHZWDVXOQ-UHFFFAOYSA-N 0.000 claims description 2
101150056631 Habp2 gene Proteins 0.000 claims description 2
229910052739 hydrogen Chemical group 0.000 claims description 2
239000001257 hydrogen Chemical group 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims 2
JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims 2
238000007239 Wittig reaction Methods 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
239000012467 final product Substances 0.000 claims 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims 1
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
238000006053 organic reaction Methods 0.000 claims 1
239000003960 organic solvent Substances 0.000 claims 1
239000007858 starting material Substances 0.000 claims 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 5
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
239000000047 product Substances 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
239000013078 crystal Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
238000001816 cooling Methods 0.000 description 2
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 2
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
239000008096 xylene Substances 0.000 description 2
PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
YIIHEMGEQQWSMA-UHFFFAOYSA-M 2-(dimethylamino)ethyl-triphenylphosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCN(C)C)C1=CC=CC=C1 YIIHEMGEQQWSMA-UHFFFAOYSA-M 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 1
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
229910020667 PBr3 Inorganic materials 0.000 description 1
-1 SUZIZ Chemical compound 0.000 description 1
230000001430 anti-depressive effect Effects 0.000 description 1
239000000935 antidepressant agent Substances 0.000 description 1
229940005513 antidepressants Drugs 0.000 description 1
WLNKGGRXEOAKBY-UHFFFAOYSA-N bis(4-bromo-2-pyridin-3-ylphenyl)methanone Chemical compound C=1C=CN=CC=1C1=CC(Br)=CC=C1C(=O)C1=CC=C(Br)C=C1C1=CC=CN=C1 WLNKGGRXEOAKBY-UHFFFAOYSA-N 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000009432 framing Methods 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
IPNPIHIZVLFAFP-UHFFFAOYSA-N phosphorus tribromide Chemical compound BrP(Br)Br IPNPIHIZVLFAFP-UHFFFAOYSA-N 0.000 description 1
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000010257 thawing Methods 0.000 description 1
125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pyridine Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

SE7707707A 1977-07-04 1977-07-04 Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening SE409861B (sv)

Priority Applications (14)

Application Number	Priority Date	Filing Date	Title
SE7707707A SE409861B (sv)	1977-07-04	1977-07-04	Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening
PCT/SE1978/000009 WO1979000023A1 (en)	1977-07-04	1978-06-26	A novel process for preparation of a therapeutically active pyridine compound
CH329979A CH641163A5 (de)	1977-07-04	1978-06-26	Neues verfahren zur herstellung von therapeutisch wirksamen verbindungen.
CA306,260A CA1082198A (en)	1977-07-04	1978-06-27	Process for preparation of a therapeutically active compound
DK782953A DK295378A (da)	1977-07-04	1978-06-29	Fremgangsmaade til fremstilling af terapeutisk virksomme diarylalkylaminer
FI782115A FI64581C (fi)	1977-07-04	1978-06-30	Nytt foerfarande foer framstaellning av terapeutiskt aktiva 1-4-bromfenyl)-1-(3-pyridyl)-3-aminopropenderivat
ES471302A ES471302A1 (es)	1977-07-04	1978-06-30	Un procedimiento para la preparacion de derivados de 3-(4- bromofenil)-3-(3-piridil)-alilamina terapeuticamente activos
IT50123/78A IT1105226B (it)	1977-07-04	1978-06-30	Procedimento per la preparazione di un composto terapeuticamente attivo come anti-depressivo
NO782304A NO782304L (no)	1977-07-04	1978-07-03	Fremgangsmaate til fremstilling av en terapeutisk aktiv forbindelse
AT0483778A AT365171B (de)	1977-07-04	1978-07-04	Verfahren zur herstellung von substituierten allylaminen, deren stereoisomeren, hydraten und pharmazeutisch akzeptablen salzen
JP8182078A JPS5414976A (en)	1977-07-04	1978-07-04	Production of compound having curative action
NL7807246A NL7807246A (nl)	1977-07-04	1978-07-04	Werkwijze ter bereiding van een therapeutisch werkzame verbinding.
SE7905383A SE412230B (sv)	1977-07-04	1979-06-19	Ett nytt forfarande for framstellning av en terapeutiskt aktiv pyridinforening
SU792798502A SU923366A3 (ru)	1977-07-04	1979-08-03	Способ получени N,N-диметил-3-(4-бромфенил)-3-(3-пиридил) аллиламина или его дигидрохлорида или @ изомера

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE7707707A SE409861B (sv)	1977-07-04	1977-07-04	Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening

Publications (2)

Publication Number	Publication Date
SE7707707L SE7707707L (sv)	1979-01-05
SE409861B true SE409861B (sv)	1979-09-10

Family

ID=20331764

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE7707707A SE409861B (sv)	1977-07-04	1977-07-04	Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening

Country Status (13)

Country	Link
JP (1)	JPS5414976A (de)
AT (1)	AT365171B (de)
CA (1)	CA1082198A (de)
CH (1)	CH641163A5 (de)
DK (1)	DK295378A (de)
ES (1)	ES471302A1 (de)
FI (1)	FI64581C (de)
IT (1)	IT1105226B (de)
NL (1)	NL7807246A (de)
NO (1)	NO782304L (de)
SE (1)	SE409861B (de)
SU (1)	SU923366A3 (de)
WO (1)	WO1979000023A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1981001407A1 (en) *	1979-11-16	1981-05-28	Astra Laekemedel Ab	Novel halophenyl-pyridyl-allylamine derivatives

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FI20090389L (fi) *	2009-10-23	2011-04-24	Kone Corp	Menetelmä hissin valmistamisessa
FI122066B (fi) *	2009-12-31	2011-08-15	Kone Corp	Menetelmä hissin valmistamisessa
FI20100223A0 (fi) *	2010-05-28	2010-05-28	Kone Corp	Menetelmä ja hissijärjestely
FI20106273L (fi) *	2010-12-01	2012-06-02	Kone Corp	Hissijärjestely ja menetelmä
EP2636629B1 (de) *	2012-03-06	2015-05-06	KONE Corporation	Verfahren für eine Aufzuganordnung
US9388020B2 (en) *	2012-03-06	2016-07-12	Kone Corporation	Method and an elevator arrangement

1977
- 1977-07-04 SE SE7707707A patent/SE409861B/sv unknown
1978
- 1978-06-26 WO PCT/SE1978/000009 patent/WO1979000023A1/en not_active Ceased
- 1978-06-26 CH CH329979A patent/CH641163A5/de not_active IP Right Cessation
- 1978-06-27 CA CA306,260A patent/CA1082198A/en not_active Expired
- 1978-06-29 DK DK782953A patent/DK295378A/da not_active Application Discontinuation
- 1978-06-30 IT IT50123/78A patent/IT1105226B/it active
- 1978-06-30 FI FI782115A patent/FI64581C/fi not_active IP Right Cessation
- 1978-06-30 ES ES471302A patent/ES471302A1/es not_active Expired
- 1978-07-03 NO NO782304A patent/NO782304L/no unknown
- 1978-07-04 AT AT0483778A patent/AT365171B/de not_active IP Right Cessation
- 1978-07-04 JP JP8182078A patent/JPS5414976A/ja active Pending
- 1978-07-04 NL NL7807246A patent/NL7807246A/xx not_active Application Discontinuation
1979
- 1979-08-03 SU SU792798502A patent/SU923366A3/ru active

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1981001407A1 (en) *	1979-11-16	1981-05-28	Astra Laekemedel Ab	Novel halophenyl-pyridyl-allylamine derivatives
US4418065A (en)	1979-11-16	1983-11-29	Astra Lakemedel Aktiebolag	Halophenyl-pyridyl-allylamine derivatives and use

Also Published As

Publication number	Publication date
SU923366A3 (ru)	1982-04-23
CH641163A5 (de)	1984-02-15
ATA483778A (de)	1981-05-15
AT365171B (de)	1981-12-28
WO1979000023A1 (en)	1979-01-25
FI64581B (fi)	1983-08-31
DK295378A (da)	1979-01-05
FI782115A7 (fi)	1979-01-05
SE7707707L (sv)	1979-01-05
NL7807246A (nl)	1979-01-08
ES471302A1 (es)	1979-09-01
CA1082198A (en)	1980-07-22
IT7850123A0 (it)	1978-06-30
JPS5414976A (en)	1979-02-03
NO782304L (no)	1979-01-05
FI64581C (fi)	1983-12-12
IT1105226B (it)	1985-10-28

Publication	Publication Date	Title
US4182862A (en)	1980-01-08	Process for the preparation of 1,3-disubstituted-2-azoyl-2-propen-1-ones
SE409861B (sv)	1979-09-10	Ett nytt forfarande for framstellning av en terapeutisk aktiv pyridinforening
US4960911A (en)	1990-10-02	Process for the preparation of oxiranes
NO165104B (no)	1990-09-17	Analogifremgangsmaate til fremstilling av terapeutisk aktive 1, 1-disubstituerte cyklopropanderivater.
SU645566A3 (ru)	1979-01-30	Способ получени пиразолов
JP3162232B2 (ja)	2001-04-25	二環式芳香族スルホン酸、塩化スルホニルおよびスルホンアミドの合成
US3867403A (en)	1975-02-18	1,2-dialkyl-3,5-diphenylpyrazolium salts
CA1037048A (en)	1978-08-22	Catalytic dehydrogenation process for the preparation of 3,5-disubstituted pyrazoles
US5030738A (en)	1991-07-09	Synthesis of antiulcer compounds
SU493067A3 (ru)	1975-11-25	Способ получени фенилимидазолидинонов
US2729645A (en)	1956-01-03	1-[2-(dithiocarboxyamino)polymethylene] quaternary ammonium inner salts
JPH0563470B2 (de)	1993-09-10
US5053537A (en)	1991-10-01	Ammonium and iminium compounds
HU220971B1 (hu)	2002-07-29	Eljárás 0-(3-amino-2-hidroxi-propil)-hidroximsav-halogenidek előállítására
CA1119179A (en)	1982-03-02	Process for preparing n-tritylimidazole compounds
JPH01168675A (ja)	1989-07-04	１，３−ジアルキルピラゾール−５−カルボン酸エステル類の製造法
JPH0657698B2 (ja)	1994-08-03	ピラゾ−ルオキシム誘導体及びその製造方法
SE412230B (sv)	1980-02-25	Ett nytt forfarande for framstellning av en terapeutiskt aktiv pyridinforening
SU791230A3 (ru)	1980-12-23	Способ получени бетаина пиридилалкилсульфоновой кислоты
EP0215639A2 (de)	1987-03-25	Propionamidin-Derivate
FI80685B (fi)	1990-03-30	Foerfarande foer framstaellning av dihydroaryloxialkylamino-1,2,4-triazolderivat.
JP2671401B2 (ja)	1997-10-29	α‐アミノチオアセトアミド誘導体およびその製造法
EP0006864B1 (de)	1981-12-30	Neues zwischenprodukt für die herstellung therapeutisch wirksamer pyridinverbindungen und verfahren zu dessen herstellung
JP2717997B2 (ja)	1998-02-25	新規ヒドラゾン化合物、及びトリアゾールの製法
JPH04139170A (ja)	1992-05-13	置換ピリジンスルホニルカーバメート系化合物及びその製造方法並びに置換ピリジンスルホンアミド系化合物の製造方法