KR850001214A - 트리아졸로-피리미딘 유도체의 제조방법 - Google Patents
트리아졸로-피리미딘 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850001214A KR850001214A KR1019840004279A KR840004279A KR850001214A KR 850001214 A KR850001214 A KR 850001214A KR 1019840004279 A KR1019840004279 A KR 1019840004279A KR 840004279 A KR840004279 A KR 840004279A KR 850001214 A KR850001214 A KR 850001214A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- straight
- chain
- compound
- pyrimidine derivative
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical class BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 title claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- 238000005804 alkylation reaction Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 150000002905 orthoesters Chemical class 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000006482 condensation reaction Methods 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 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
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- 식(II)의 화합물을 식(III)의 오르토에스테르와 응축시키는 것을 특징으로 하여 식(I)의 트리아졸로-피리미딘 유도체를 제조하는 방법.
- 응축반응은 오르토에스테르, 크실렌, 부탄올 또는 톨루엔인 유기용매에서 이루어지는 것을 특징으로 하는 특허청구의 범위 제1항에 따른 방법.
- 식(I)의 화합물을 알킬화시키면 R1이 수소가 아닌 화합물을 얻게 되는데 이때 알킬화반응은 염기의 존재하에 디메틸포름아미드, 디메틸설폭시드, 헥사메틸포스포트리아미드, 아세토니트릴 또는 톨루엔과 같은 유기용매에서 일어나는 것을 특징으로 하는 특허청구의 범위 제1항에 따른 방법.식중 X는 곧은-사슬 또는 가지달린 C1-4알콕시 또는 알킬 또는 히드록시 또는 시아노그룹 중 하나가 치환된 피리딜핵을 나타낸다.R은 메틸 또는 에틸기를 나타낸다.R1은 수소 또는 곧은-사슬 또는 가지단린 포화 또는 불포화 C1-5지방족 그룹을 나타낸다.R2은 곧은-사슬 또는 가지달린 C1-4알킬그룹을 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8312443A FR2549834B1 (fr) | 1983-07-25 | 1983-07-25 | Derives de triazolo-pyrimidine, leur procede de preparation et leur application therapeutique en tant que tonicardiaques |
| FR8312443 | 1983-07-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850001214A true KR850001214A (ko) | 1985-03-16 |
| KR870001200B1 KR870001200B1 (ko) | 1987-06-20 |
Family
ID=9291173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840004279A KR870001200B1 (ko) | 1983-07-25 | 1984-07-20 | 트리아졸로-피리미딘 유도체의 제조 방법 |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US4581358A (ko) |
| EP (1) | EP0136198B1 (ko) |
| JP (1) | JPS6051190A (ko) |
| KR (1) | KR870001200B1 (ko) |
| AT (1) | ATE32462T1 (ko) |
| AU (1) | AU562596B2 (ko) |
| CA (1) | CA1226284A (ko) |
| CS (1) | CS248718B2 (ko) |
| DD (1) | DD222593A5 (ko) |
| DE (1) | DE3469300D1 (ko) |
| DK (1) | DK360584A (ko) |
| ES (1) | ES8504806A1 (ko) |
| FI (1) | FI842966A (ko) |
| FR (1) | FR2549834B1 (ko) |
| GR (1) | GR82222B (ko) |
| HU (1) | HU190653B (ko) |
| IL (1) | IL72330A (ko) |
| MA (1) | MA20186A1 (ko) |
| NO (1) | NO843003L (ko) |
| NZ (1) | NZ208991A (ko) |
| OA (1) | OA07755A (ko) |
| PH (1) | PH20003A (ko) |
| PL (1) | PL248923A1 (ko) |
| PT (1) | PT78970B (ko) |
| SU (1) | SU1347865A3 (ko) |
| YU (1) | YU131784A (ko) |
| ZA (1) | ZA845301B (ko) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100324966B1 (ko) * | 1999-04-13 | 2002-02-25 | 서정윤 | 알루미늄제품의 전해착색법 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4666908A (en) * | 1985-04-05 | 1987-05-19 | Warner-Lambert Company | 5-Substituted pyrazolo[4,3-d]pyrimidine-7-ones and methods of use |
| US4883872A (en) * | 1987-11-25 | 1989-11-28 | E. R. Squibb & Sons, Inc. | 3-oxo-1,2,4-triazolo(4,3-A) pyrimidine-6-carboxylic acid esters |
| US4892945A (en) * | 1987-12-21 | 1990-01-09 | Ciba-Geigy Corporation | Isoindoline pigments containing at least one triazolopyrimidone radical |
| EP3558318B1 (en) | 2016-12-22 | 2023-12-20 | Novartis AG | Nmda receptor modulators and uses thereof |
| IL280474B2 (en) | 2018-08-03 | 2023-09-01 | Cadent Therapeutics Inc | Heteroaromatic nmda receptor modulators and their uses |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB845552A (en) * | 1955-10-26 | 1960-08-24 | Farmaceutici Italia | Pyrimidine derivatives |
| US4209621A (en) * | 1979-04-27 | 1980-06-24 | American Cyanamid Company | (Substituted-phenyl)-1,2,4-triazolo[4,3-a]-pyrimidines and (substituted-phenyl)-1,2,4-triazolo[1,5-a]pyrimidines |
-
1983
- 1983-07-25 FR FR8312443A patent/FR2549834B1/fr not_active Expired
-
1984
- 1984-07-06 IL IL72330A patent/IL72330A/xx unknown
- 1984-07-09 US US06/628,916 patent/US4581358A/en not_active Expired - Fee Related
- 1984-07-10 ZA ZA845301A patent/ZA845301B/xx unknown
- 1984-07-18 AU AU30791/84A patent/AU562596B2/en not_active Ceased
- 1984-07-20 KR KR1019840004279A patent/KR870001200B1/ko not_active IP Right Cessation
- 1984-07-23 MA MA20410A patent/MA20186A1/fr unknown
- 1984-07-23 DK DK360584A patent/DK360584A/da not_active Application Discontinuation
- 1984-07-23 CS CS845626A patent/CS248718B2/cs unknown
- 1984-07-23 ES ES534550A patent/ES8504806A1/es not_active Expired
- 1984-07-24 CA CA000459573A patent/CA1226284A/fr not_active Expired
- 1984-07-24 EP EP84401551A patent/EP0136198B1/fr not_active Expired
- 1984-07-24 PH PH31020A patent/PH20003A/en unknown
- 1984-07-24 NZ NZ208991A patent/NZ208991A/en unknown
- 1984-07-24 NO NO843003A patent/NO843003L/no unknown
- 1984-07-24 DE DE8484401551T patent/DE3469300D1/de not_active Expired
- 1984-07-24 PT PT78970A patent/PT78970B/pt unknown
- 1984-07-24 GR GR75412A patent/GR82222B/el unknown
- 1984-07-24 AT AT84401551T patent/ATE32462T1/de not_active IP Right Cessation
- 1984-07-25 FI FI842966A patent/FI842966A/fi not_active Application Discontinuation
- 1984-07-25 OA OA58349A patent/OA07755A/xx unknown
- 1984-07-25 YU YU01317/84A patent/YU131784A/xx unknown
- 1984-07-25 PL PL24892384A patent/PL248923A1/xx unknown
- 1984-07-25 DD DD84265646A patent/DD222593A5/de unknown
- 1984-07-25 JP JP59155127A patent/JPS6051190A/ja active Pending
- 1984-07-25 SU SU843767330A patent/SU1347865A3/ru active
- 1984-07-25 HU HU842861A patent/HU190653B/hu unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100324966B1 (ko) * | 1999-04-13 | 2002-02-25 | 서정윤 | 알루미늄제품의 전해착색법 |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ208991A (en) | 1987-07-31 |
| DK360584A (da) | 1985-01-26 |
| FR2549834B1 (fr) | 1985-10-18 |
| DE3469300D1 (en) | 1988-03-17 |
| KR870001200B1 (ko) | 1987-06-20 |
| HUT34753A (en) | 1985-04-28 |
| YU131784A (en) | 1986-06-30 |
| FI842966A (fi) | 1985-01-26 |
| EP0136198A1 (fr) | 1985-04-03 |
| IL72330A (en) | 1987-02-27 |
| NO843003L (no) | 1985-01-28 |
| FI842966A0 (fi) | 1984-07-25 |
| PT78970B (fr) | 1986-06-05 |
| US4581358A (en) | 1986-04-08 |
| ES534550A0 (es) | 1985-05-01 |
| DD222593A5 (de) | 1985-05-22 |
| PT78970A (fr) | 1984-08-01 |
| CS248718B2 (en) | 1987-02-12 |
| EP0136198B1 (fr) | 1988-02-10 |
| MA20186A1 (fr) | 1985-04-01 |
| JPS6051190A (ja) | 1985-03-22 |
| ZA845301B (en) | 1985-02-27 |
| DK360584D0 (da) | 1984-07-23 |
| CA1226284A (fr) | 1987-09-01 |
| HU190653B (en) | 1986-10-28 |
| PH20003A (en) | 1986-08-28 |
| AU562596B2 (en) | 1987-06-11 |
| ES8504806A1 (es) | 1985-05-01 |
| ATE32462T1 (de) | 1988-02-15 |
| OA07755A (fr) | 1985-08-30 |
| FR2549834A1 (fr) | 1985-02-01 |
| SU1347865A3 (ru) | 1987-10-23 |
| PL248923A1 (en) | 1985-05-07 |
| GR82222B (ko) | 1984-12-13 |
| IL72330A0 (en) | 1984-11-30 |
| AU3079184A (en) | 1985-01-31 |
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