HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Ethoxybenzoic acid → 2-(Ethyloxy)-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Ethoxybenzoic acid | HCID 67252 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Edukt | 6-(1H-indol-4-yl)-1H-indazol-4-amine | HCID 58268019 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(Ethyloxy)-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]benzamide | HCID 44540310 | — |
Reaktionsschritte
To a solution of 2-(ethyloxy)benzoic acid (67 mg, 0.40 mmol) in DMF (1 ml), HATU (248 mg, 0.40 mmol) and DIPEA (0.211 mL, 1.21 mmol) were added. The reaction was stirred for 30 mins under nitrogen before addition of 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.20 mmol). The reaction was stirred overnight then it was loaded onto a PS-aminopropyl cartridge (5 g) and left for 3 h. The cartridge was washed with 10% MeOH in DCM. Appropriate fractions were combined and the solvent was evaporated. The residue was dissolved in MeOH:DMSO (1 ml; 1:1, v/v) and purified by Mass Directed Automated Preparative HPLC using method B. Appropriate fractions were dried under a stream of nitrogen to give title compound, 27 mg.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536169B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-cab91de482c944419f7d48679e95dcd9 |
| Quellennotiz | uspto-grants-2013_09 |