HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl sulfoxide → [4-(7-Chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-yl]imino-diethyl-lambda4-sulfane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl sulfoxide | HCID 6263 | — |
| Edukt | Trifluoroacetic anhydride | HCID 9845 | — |
| Edukt | 4-(7-Chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-amine | HCID 90010064 | — |
| Lösungsmittel | Ammonia | HCID 222 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | [4-(7-Chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-yl]imino-diethyl-lambda4-sulfane | HCID 117966776 | 29% |
Reaktionsschritte
To a solution of diethyl sulfoxide (0.47 g, 4.4 mmo) in dichloromethane at −60° C. under argon was added drop-wise trifluoroacetic anhydride (0.93 g, 4.4 mmol). The solution was stirred for 20 min at this temperature. Then the 4-(7-chloro-1,3-benzodioxol-5-yl)-2-pyrimidin-2-yl-5-(trifluoromethyl)pyrazol-3-amine (0.76 g, 2 mmol) was added and the solution stirred at −60 C for 1 h. The reaction was diluted with aqueous ammonia; the organic layer was separated and further washed with water and then dried and concentrated. The residue was re-crystallized with a mixture of ethyl acetate and petrole ether to give the title compound (270 mg; 29%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09174967B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-f481bfcb1b0c4f7abd07007b7082c60c |
| Quellennotiz | uspto-grants-2015_11 |