SU482945A3 - Способ получени 3-(4"бром)или 3,"4"дибром(фенил)-3-(3"-пиридил)-1-(диметиламино)-пропана или его солей - Google Patents
Способ получени 3-(4"бром)или 3,"4"дибром(фенил)-3-(3"-пиридил)-1-(диметиламино)-пропана или его солейInfo
- Publication number
- SU482945A3 SU482945A3 SU1970163A SU1970163A SU482945A3 SU 482945 A3 SU482945 A3 SU 482945A3 SU 1970163 A SU1970163 A SU 1970163A SU 1970163 A SU1970163 A SU 1970163A SU 482945 A3 SU482945 A3 SU 482945A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- pyridyl
- dimethylamino
- propane
- bromine
- phenyl
- Prior art date
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
- C07D213/24—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
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- 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
-
- 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
- C07D213/54—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
- C07D213/55—Acids; Esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Psychiatry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
С-СН-СООСгНь где R имеет вышеуказанные значени . Гидрирование провод т с номощыо ZiAlH-t при пониженной температуре. Пример 1. Получение 3-(4-бромфенил)3- (3-пиридил)-1-(диметиламино)-пропана. 2,85 г 3-(4-бромфенил)-3-(3 -пиридил)-акриловой кислоты раствор ют в 700. мл эфира и охлаждают до -65° С и затем добавл ют 3,9 г ZiAlH. Спуст 2 час добавл ют 1,5 л воды, эфирную фазу сушат и унаривают. Остаток , 2,3 г желтоватой жидкости, примен ют непосредственно дл осуш,ествлени следующих ступеней. Смесь из 1,5 г желтоватой жидкости 3-(4бромфенил ) -3- (3 -пиридил) -пропанола-1, 25 мл пиридина и 2 г п-толуолсульфопилхлорида в течение суток выдерживают при -гЗ°С. Затем отфильтровывают образовавшийс гидрохлорид пиридина и добавл ют 50 мл диметиламина . Смесь в течение 18 час выдерживают при и затем ее упаривают. К остатку добавл ют 50 мл эфира, эфирную фазу экстрагируют 50 мл 2п. НС1 и затем подшелачивают 2п. МаОН. Основную водную фазу экстрагируют 50 мл эфира, эфирную фазу сушат, упаривают, причем получают 1,6 г сырого целевого продукта. Сырой продукт хроматографируют па ЗЮг-колоппе и согласно анализу в масс-спектрофотометре получают 0,8 г чистого продукта. Вешество представл ет собой бесцветное масло. Аналогично получают 3-(-3,4-дибромфенил )-3-(3 -пиридил)- 1- (диметиламино)-пропан . Предмет изобретени 1. Способ получени 3- 4-бром-(или 3,4ибром )-фенил -3-(3 -пиридил) - 1- (диметиламипо )-пропана Ш, СНСНгСНгТ С где пиридиновое дро св зано в метаполол ении со смежным атомом углерода, R - водород или бром; или его солей, отличающийс тем, что соединение формулы где R имеет вышеуказанные значени , подвергают взаимодействию с диметиламипом с последующим выделением целевого продукта в свободном виде или переведением его в соль известными приемами. 2. Способ по п. 1, отличающийс тем, что процесс осуществл ют при температуре ниже комнатной температуры, например +3°С.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE7214872A SE373850B (ru) | 1972-11-16 | 1972-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU482945A3 true SU482945A3 (ru) | 1975-08-30 |
Family
ID=20299803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1970163A SU482945A3 (ru) | 1972-11-16 | 1973-11-14 | Способ получени 3-(4"бром)или 3,"4"дибром(фенил)-3-(3"-пиридил)-1-(диметиламино)-пропана или его солей |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5732058B2 (ru) |
| AR (1) | AR204160A1 (ru) |
| AT (1) | AT333278B (ru) |
| BE (1) | BE806228A (ru) |
| CA (1) | CA976553A (ru) |
| CH (1) | CH586679A5 (ru) |
| DE (1) | DE2356017A1 (ru) |
| DK (1) | DK137898B (ru) |
| ES (1) | ES420359A1 (ru) |
| FI (1) | FI55652C (ru) |
| FR (1) | FR2206942B1 (ru) |
| GB (1) | GB1429068A (ru) |
| IE (1) | IE38516B1 (ru) |
| NL (1) | NL7315294A (ru) |
| SE (1) | SE373850B (ru) |
| SU (1) | SU482945A3 (ru) |
| ZA (1) | ZA737973B (ru) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE7909514L (sv) | 1979-11-16 | 1981-05-17 | Astra Laekemedel Ab | Nya halofenyl-pyridyl-allylaminderivat |
-
1972
- 1972-11-16 SE SE7214872A patent/SE373850B/xx unknown
-
1973
- 1973-01-01 AR AR250614A patent/AR204160A1/es active
- 1973-10-12 ZA ZA737973A patent/ZA737973B/xx unknown
- 1973-10-18 BE BE136818A patent/BE806228A/xx not_active IP Right Cessation
- 1973-11-01 FI FI3386/73A patent/FI55652C/fi active
- 1973-11-08 NL NL7315294A patent/NL7315294A/xx not_active Application Discontinuation
- 1973-11-08 AT AT938573A patent/AT333278B/de not_active IP Right Cessation
- 1973-11-08 ES ES420359A patent/ES420359A1/es not_active Expired
- 1973-11-09 DE DE2356017A patent/DE2356017A1/de not_active Ceased
- 1973-11-13 CH CH1593973A patent/CH586679A5/xx not_active IP Right Cessation
- 1973-11-14 DK DK614273AA patent/DK137898B/da not_active IP Right Cessation
- 1973-11-14 SU SU1970163A patent/SU482945A3/ru active
- 1973-11-15 GB GB5309673A patent/GB1429068A/en not_active Expired
- 1973-11-15 IE IE2067/73A patent/IE38516B1/xx unknown
- 1973-11-15 FR FR7340740A patent/FR2206942B1/fr not_active Expired
- 1973-11-15 CA CA185,868A patent/CA976553A/en not_active Expired
- 1973-11-16 JP JP12840373A patent/JPS5732058B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE806228A (fr) | 1974-02-15 |
| AU6216573A (en) | 1975-05-08 |
| FR2206942B1 (ru) | 1977-01-28 |
| AT333278B (de) | 1976-11-10 |
| DE2356017A1 (de) | 1974-06-06 |
| JPS49133379A (ru) | 1974-12-21 |
| CA976553A (en) | 1975-10-21 |
| DK137898C (ru) | 1978-11-20 |
| ZA737973B (en) | 1974-10-30 |
| IE38516B1 (en) | 1978-03-29 |
| GB1429068A (en) | 1976-03-24 |
| SE373850B (ru) | 1975-02-17 |
| AR204160A1 (es) | 1975-11-28 |
| FI55652C (fi) | 1979-09-10 |
| CH586679A5 (ru) | 1977-04-15 |
| ES420359A1 (es) | 1976-04-01 |
| IE38516L (en) | 1974-05-16 |
| NL7315294A (ru) | 1974-05-20 |
| ATA938573A (de) | 1976-03-15 |
| DK137898B (da) | 1978-05-29 |
| FR2206942A1 (ru) | 1974-06-14 |
| JPS5732058B2 (ru) | 1982-07-08 |
| FI55652B (fi) | 1979-05-31 |
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