HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-(2,6-Dichlorobenzyl)-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 1,3,4-Thiadiazol-2-amine, 5-(trifluoromethyl)- | HCID 82634 | — |
| Edukt | 7-Chloro-2-(2,6-dichloro-benzyl)-thiazolo[5,4-d]pyrimidine | HCID 57742463 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(2,6-Dichlorobenzyl)-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine | HCID 42641925 | 41% |
Reaktionsschritte
To a solution of 7-chloro-2-(2,6-dichloro-benzyl)-thiazolo[5,4-d]pyrimidine (83 mg, 0.3 mmol) and 5-trifluoromethyl-[1,3,4]thiadiazol-2-ylamine (63 mg, 0.4 mmol) in DMF (1 mL) was added NaH (60% dispersion in oil; 20 mg, 0.5 mmol) at rt. After 12 h, the reaction mixture was poured into H2O (5 mL) and the resulting solid was collected by vacuum filtration and washed with 1:1 (IPA-H2O) to afford the title compound as a yellow solid (48 mg, 41%). MS (ESI): mass calcd. for C15H7Cl2F3N6S2, 462.0; m/z. found, 462.9 [M+H]+. 1H NMR ((CD3)2SO): 8.45 (s, 1H), 7.58 (d, J=8.0 Hz, 2H), 7.46-7.41 (m, 1H), 4.72 (s, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09440978B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-f3967719adbb43b89b4717eeef14db7c |
| Quellennotiz | uspto-grants-2016_09 |