HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → [2(2,6-Dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-[6-(3-fluoroazetidin-1-yl)pyrimidin-4-yl]amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 3-Fluoroazetidine | HCID 3603542 | — |
| Edukt | N-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-N'-methylpyrimidine-4,6-diamine | HCID 69671122 | — |
| Edukt | (6-Chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amine | HCID 86697038 | — |
| Produkt | [2(2,6-Dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-[6-(3-fluoroazetidin-1-yl)pyrimidin-4-yl]amine | HCID 69671421 | 93% |
Reaktionsschritte
Following the procedure described for N-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-N′-methylpyrimidine-4,6-diamine, (6-chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amine and 3-fluoroazetidine with added DIPEA (103 μL, 0.6 mmol) were reacted to afford the title compound as a yellow solid (81 mg, 93% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.28 (br s, 1H), 9.14 (s, 1H), 8.29 (s, 1H), 7.94 (s, 1H), 7.80 (d, J=8.1 Hz, 2H), 7.70 (dd, J=9.1, 7.3 Hz, 2H), 7.16 (br s, 1H), 5.62-5.46 (m, 1H), 4.38 (ddd, J=21.3, 10.5, 5.9 Hz, 2H), 4.14 (d, J=10.5 Hz, 1H), 4.08 (d, J=10.5 Hz, 1H). LCMS (Method B): RT=3.16 min, m/z: 430 [M+H+].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09309240B2 |
| Quelldatensatz | uspto-grants-2016_04 |
| ORD ID | ord-6bd6f85f364143ebb0e5909386ade3e3 |
| Quellennotiz | uspto-grants-2016_04 |