HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → 4-Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-Amino-1-methyl-1H-pyrazole-4-carbonitrile | HCID 219740 | — |
| Edukt | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Edukt | Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl ester | HCID 69689660 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid (4-cyano-2-methyl-2H-pyrazol-3-yl)amide | HCID 10134422 | 34,8% |
Reaktionsschritte
A solution of 5-amino-1-methyl-1H-pyrazole-4-carbonitrile (93 mg) in dimethyl formamide (10 ml) was treated with a solution of sodium hexamethyldisilazide in tetrahydrofuran (0.76 ml, 1.0M). After three minutes the mixture was treated with 4-methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl ester (150 mg) and the reaction stirred at room temperature for 2 hours. The solvent was removed in vacuo. Purification by flash chromatography (eluent ethyl acetate) to yield the title compound as an off-white solid (50 mg). TLC Rf 0.48 (ethyl acetate); MS found M+1 382.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06313116B1 |
| Quelldatensatz | uspto-grants-2001_11 |
| ORD ID | ord-e5d06c294e4242d0a0167a947c4a05cb |
| Quellennotiz | uspto-grants-2001_11 |