PL428486A1 - Sposób otrzymywania izomeru (+)-asenapiny - Google Patents
Sposób otrzymywania izomeru (+)-asenapinyInfo
- Publication number
- PL428486A1 PL428486A1 PL428486A PL42848619A PL428486A1 PL 428486 A1 PL428486 A1 PL 428486A1 PL 428486 A PL428486 A PL 428486A PL 42848619 A PL42848619 A PL 42848619A PL 428486 A1 PL428486 A1 PL 428486A1
- Authority
- PL
- Poland
- Prior art keywords
- reaction
- asenapine
- isomer
- solution
- cyclization reaction
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 238000007294 asymmetric addition reaction Methods 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 238000006476 reductive cyclization reaction Methods 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- MKXWDSWKCXNLRG-NSCUHMNNSA-N (e)-3-(5-chloro-2-methoxyphenyl)prop-2-enal Chemical compound COC1=CC=C(Cl)C=C1\C=C\C=O MKXWDSWKCXNLRG-NSCUHMNNSA-N 0.000 abstract 1
- QKFDNZXJABSGIO-AATRIKPKSA-N 1-bromo-2-[(e)-2-nitroethenyl]benzene Chemical compound [O-][N+](=O)\C=C\C1=CC=CC=C1Br QKFDNZXJABSGIO-AATRIKPKSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000010520 demethylation reaction Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Przedmiotem wynalazku jest sposób otrzymywania izomeru (+)-asenapiny realizowany w etapach: reakcji addycji asymetrycznej, reakcji reduktywnej cyklizacji, reakcji demetylowania, reakcji N-metylowania, reakcji cyklizacji, charakteryzujący się tym, że w etapie a) reakcji addycji asymetrycznej kontaktuje się roztwór (E)-1-bromo-2-(2-nitrowinylo)-benzenu, korzystnie w rozpuszczalniku chlorowcoorganicznym, i roztwór (E)-3-(5-chloro-2-metoksyfenlo)-akryloaldehydu, korzystnie w rozpuszczalniku chlorowcoorganicznym, w obecności chiralnego katalizatora organicznego i kwasu benzoesowego, przy czym katalizator zawiera nasycony pierścień heterocykliczny z przynajmniej jednym atomem azotu i jednym asymetrycznym atomem węgla, natomiast w etapie b) związek otrzymany w etapie a) poddaje się reakcji reduktywnej cyklizacji w obecności zawiesiny pyłu cynkowego i kwasu octowego.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL428486A PL236522B1 (pl) | 2019-01-07 | 2019-01-07 | Sposób otrzymywania izomeru (+)-asenapiny |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL428486A PL236522B1 (pl) | 2019-01-07 | 2019-01-07 | Sposób otrzymywania izomeru (+)-asenapiny |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL428486A1 true PL428486A1 (pl) | 2020-07-13 |
| PL236522B1 PL236522B1 (pl) | 2021-01-25 |
Family
ID=71512383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL428486A PL236522B1 (pl) | 2019-01-07 | 2019-01-07 | Sposób otrzymywania izomeru (+)-asenapiny |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL236522B1 (pl) |
-
2019
- 2019-01-07 PL PL428486A patent/PL236522B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL236522B1 (pl) | 2021-01-25 |
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