HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → 4-Chloro-1-({5-[3-methyl-5-(trifluoromethyl)-4-isoxazolyl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 3-Methyl-5-(trifluoromethyl)-1,2-oxazole-4-carboxylic acid | HCID 2775645 | — |
| Edukt | HCID 178506478 | HCID 178506478 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Chloro-1-({5-[3-methyl-5-(trifluoromethyl)-4-isoxazolyl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrile | HCID 57800405 | — |
Reaktionsschritte
Synthesized as described in Example 32A and Example 33 using (1Z)-2-(4-chloro-5-cyano-2-propyl-1H-indol-1-yl)-N-hydroxyethanimidamide (0.030 g, 0.1 mmol) in anhydrous THF (5 mL) with propanephosphonic acid cyclic anhydride (T3P) (0.034 g, 0.12 mmol), 3-methyl-5-(trifluoromethyl)-4-isoxazolecarboxylic acid (0.0195 g, 0.1 mmol) and DIEA (0.016 mg, 0.12 mmol) and stirred at rt for 1 h and then heated at 120° C. for 2 h in the microwave: 1H NMR (400 MHz, CDCl3-d) δ 7.89 (s, 1H), 7.52 (d, J=8.4 Hz, 1H), 7.46 (d, J=8.4 Hz, 1H), 5.47 (s, 2H), 2.97 (t, 2H), 2.55 (s, 3H), 1.79-1.70 (m, 2H), 1.05 (t, 3H); MS (ES) m/z 450 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08673948B2 |
| Quelldatensatz | uspto-grants-2014_03 |
| ORD ID | ord-659e7d609fee47c5bc2b54bfcc932376 |
| Quellennotiz | uspto-grants-2014_03 |