HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Methylbenzoic acid → N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-3-methylbenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Methylbenzoic acid | HCID 7418 | — |
| 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 | N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-3-methylbenzamide | HCID 44540402 | — |
Reaktionsschritte
3-Methylbenzoic acid (60 mg, 0.44 mmol) was treated with HATU (168 mg, 0.44 mmol) in DMF (0.750 mL) and DIPEA (0.15 mL, 0.86 mmol). The mixture was shaken for five minutes prior to treatment with 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.2 mmol) in DMF (0.350 mL) and was then left to stand at room temperature for 16 hrs. Solvent was removed in vacuo and the product re-dissolved in chloroform (0.3 mL) prior to application on to a pre-conditioned (methanol then chloroform) NH2 cartridge (1 g). Product was eluted after 2 hr with ethyl acetate/methanol (1:1, 3.2 mL), and concentrated under a stream of nitrogen using blow down apparatus. Purification by MDAP (Method C) afforded the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536169B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-0f9fc47f8c304901be6b41edb9604a18 |
| Quellennotiz | uspto-grants-2013_09 |