KR860004061A - 헤테로시클릭 화합물의 제조방법 - Google Patents
헤테로시클릭 화합물의 제조방법 Download PDFInfo
- Publication number
- KR860004061A KR860004061A KR1019850008547A KR850008547A KR860004061A KR 860004061 A KR860004061 A KR 860004061A KR 1019850008547 A KR1019850008547 A KR 1019850008547A KR 850008547 A KR850008547 A KR 850008547A KR 860004061 A KR860004061 A KR 860004061A
- Authority
- KR
- South Korea
- Prior art keywords
- imidazo
- dihydro
- pyrrolo
- pyridine
- isopropyl
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims 2
- 150000002391 heterocyclic compounds Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 18
- 239000000203 mixture Substances 0.000 claims 14
- -1 β-naphthyl Oxy group Chemical group 0.000 claims 13
- FMJTYTMJIDCRPD-UHFFFAOYSA-N 3h-pyrrolo[3,4-b]pyridine-2,5-dione Chemical compound O=C1CC=C2C(=O)N=CC2=N1 FMJTYTMJIDCRPD-UHFFFAOYSA-N 0.000 claims 12
- 241000196324 Embryophyta Species 0.000 claims 10
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical group CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 claims 8
- OKDMRFGBKVRCJF-UHFFFAOYSA-N 3,4-dihydropyridine-2,5-dione Chemical compound O=C1CCC(=O)N=C1 OKDMRFGBKVRCJF-UHFFFAOYSA-N 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- PBIJFSCPEFQXBB-UHFFFAOYSA-N 1,1-dimethylcyclopropane Chemical compound CC1(C)CC1 PBIJFSCPEFQXBB-UHFFFAOYSA-N 0.000 claims 1
- AGWLTSBHOOQSQV-UHFFFAOYSA-N 11-hydroxy-14-methyl-14-propan-2-yl-9,12,15-triazatetracyclo[8.6.0.03,8.011,15]hexadeca-1,3,5,7,9-pentaene-13,16-dione Chemical compound C1=CC=C2N=C(C3(O)N(C(C(N3)=O)(C)C(C)C)C3=O)C3=CC2=C1 AGWLTSBHOOQSQV-UHFFFAOYSA-N 0.000 claims 1
- WHTUIDXRZSGWAG-UHFFFAOYSA-N 2,3-dihydropyrrolo[3,4-b]pyridin-5-one Chemical compound C1CC=C2C(=O)N=CC2=N1 WHTUIDXRZSGWAG-UHFFFAOYSA-N 0.000 claims 1
- KFIQQZHJILPABI-UHFFFAOYSA-N 2-(2-ethoxyethoxy)-10-(methoxymethyl)-5-methyl-5-propan-2-yl-3,6,12-triazatricyclo[6.4.0.02,6]dodeca-1(8),9,11-triene-4,7-dione Chemical compound C(C)OCCOC12N(C(C=3C1=NC=C(C=3)COC)=O)C(C(N2)=O)(C)C(C)C KFIQQZHJILPABI-UHFFFAOYSA-N 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- LRLQDJNQOOHSHO-UHFFFAOYSA-N 3-methyl-3-propan-2-yl-9b-prop-2-ynoxy-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound O=C1C2=CC=CN=C2C2(OCC#C)N1C(C(C)C)(C)C(=O)N2 LRLQDJNQOOHSHO-UHFFFAOYSA-N 0.000 claims 1
- KQIOVPRJZYUEEF-UHFFFAOYSA-N 3-methyl-9b-(2-methylbutoxy)-3-propan-2-yl-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound O=C1C2=CC=CN=C2C2(OCC(C)CC)N1C(C)(C(C)C)C(=O)N2 KQIOVPRJZYUEEF-UHFFFAOYSA-N 0.000 claims 1
- JVROIXLEPRNJAD-UHFFFAOYSA-N 5,9-dimethyl-2-(2-phenoxyethyl)-5-propan-2-yl-3,6,12-triazatricyclo[6.4.0.02,6]dodeca-1(12),8,10-triene-4,7-dione Chemical compound N1C(=O)C(C(C)C)(C)N2C(=O)C(C(=CC=N3)C)=C3C21CCOC1=CC=CC=C1 JVROIXLEPRNJAD-UHFFFAOYSA-N 0.000 claims 1
- KRLRLKNXIMFGNQ-UHFFFAOYSA-N 5-methyl-2-(2-methylsulfanylethoxy)-5-propan-2-yl-3,6,12-triazatricyclo[6.4.0.02,6]dodeca-1(8),9,11-triene-4,7-dione Chemical compound O=C1C2=CC=CN=C2C2(OCCSC)N1C(C)(C(C)C)C(=O)N2 KRLRLKNXIMFGNQ-UHFFFAOYSA-N 0.000 claims 1
- ZBRCFDBARMVKDA-UHFFFAOYSA-N 7-ethyl-9b-hydroxy-3-methyl-3-propan-2-yl-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound CCC1=CN=C2C(NC(=O)C3(C)C(C)C)(O)N3C(=O)C2=C1 ZBRCFDBARMVKDA-UHFFFAOYSA-N 0.000 claims 1
- KYPWSKUYYRVSEA-UHFFFAOYSA-N 9b-(2,2-dimethylpropyl)-3-methyl-3-propan-2-yl-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound O=C1C2=CC=CN=C2C2(CC(C)(C)C)N1C(C(C)C)(C)C(=O)N2 KYPWSKUYYRVSEA-UHFFFAOYSA-N 0.000 claims 1
- MTIHIAROEDJNCU-UHFFFAOYSA-N 9b-(cyclopropylmethoxy)-3-methyl-3-propan-2-yl-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound N1C(=O)C(C(C)C)(C)N2C(=O)C3=CC=CN=C3C21OCC1CC1 MTIHIAROEDJNCU-UHFFFAOYSA-N 0.000 claims 1
- CKBKXMSYYJNBLK-UHFFFAOYSA-N 9b-cyclohexyloxy-3-methyl-3-propan-2-yl-1h-imidazo[5,6]pyrrolo[1,2-b]pyridine-2,5-dione Chemical compound N1C(=O)C(C(C)C)(C)N2C(=O)C3=CC=CN=C3C21OC1CCCCC1 CKBKXMSYYJNBLK-UHFFFAOYSA-N 0.000 claims 1
- ZPAVDKKHJIQZPC-UHFFFAOYSA-N 9b-hydroxy-3-methyl-3-propan-2-yl-2-sulfanylidene-1h-imidazo[5,6]pyrrolo[1,2-b]pyridin-5-one Chemical compound O=C1C2=CC=CN=C2C2(O)N1C(C(C)C)(C)C(=S)N2 ZPAVDKKHJIQZPC-UHFFFAOYSA-N 0.000 claims 1
- WUVUKYSAONRUDX-UHFFFAOYSA-N C(C)OC=1C=C2C(=NC=1SC)C1(N(C2=O)C(C(N1)=O)(C)C(C)C)OCCOCC Chemical compound C(C)OC=1C=C2C(=NC=1SC)C1(N(C2=O)C(C(N1)=O)(C)C(C)C)OCCOCC WUVUKYSAONRUDX-UHFFFAOYSA-N 0.000 claims 1
- PPXMIZLEFTXCHN-UHFFFAOYSA-N C(C)OC=1C=C2C(=NC=1SC1=CC=CC=C1)C1(N(C2=O)C(C(N1)=O)(C)C(C)C)OCCOCC Chemical compound C(C)OC=1C=C2C(=NC=1SC1=CC=CC=C1)C1(N(C2=O)C(C(N1)=O)(C)C(C)C)OCCOCC PPXMIZLEFTXCHN-UHFFFAOYSA-N 0.000 claims 1
- GLVDTZCYMOVEQC-UHFFFAOYSA-N CCOCCOC(C1=NC=CC(C)=C11)(NC(C2(C)C(C)C)=O)N2C1=O Chemical compound CCOCCOC(C1=NC=CC(C)=C11)(NC(C2(C)C(C)C)=O)N2C1=O GLVDTZCYMOVEQC-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 241000551547 Dione <red algae> Species 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 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
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
Classifications
-
- 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
- C07D471/12—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 three hetero rings
- C07D471/14—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH549084 | 1984-11-16 | ||
| CH5490/84 | 1984-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR860004061A true KR860004061A (ko) | 1986-06-16 |
Family
ID=4294459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019850008547A Withdrawn KR860004061A (ko) | 1984-11-16 | 1985-11-15 | 헤테로시클릭 화합물의 제조방법 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS61122206A (enrdf_load_stackoverflow) |
| KR (1) | KR860004061A (enrdf_load_stackoverflow) |
| BR (1) | BR8505732A (enrdf_load_stackoverflow) |
| GR (1) | GR852760B (enrdf_load_stackoverflow) |
| ZA (1) | ZA858617B (enrdf_load_stackoverflow) |
-
1985
- 1985-11-08 ZA ZA858617A patent/ZA858617B/xx unknown
- 1985-11-14 JP JP60253917A patent/JPS61122206A/ja active Pending
- 1985-11-14 GR GR852760A patent/GR852760B/el unknown
- 1985-11-14 BR BR8505732A patent/BR8505732A/pt unknown
- 1985-11-15 KR KR1019850008547A patent/KR860004061A/ko not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| ZA858617B (en) | 1986-06-25 |
| GR852760B (enrdf_load_stackoverflow) | 1986-03-19 |
| BR8505732A (pt) | 1986-08-12 |
| JPS61122206A (ja) | 1986-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19851115 |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |