HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
proline dl-form → 5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | proline dl-form | HCID 614 | — |
| Edukt | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Edukt | 2-Bromo-1,3-thiazole-5-carbaldehyde | HCID 2773259 | — |
| Edukt | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392271 | — |
Reaktionsschritte
1.02 g (7.08 mmol) of Meldrum's acid, 0.04 g (0.34 mmol) of D,L-proline and 1.36 g (7.08 mmol) of 2-bromo-5-formylthiazole were successively added to a solution of 1.30 g (6.75 mmol) of the compound from Example 8A in 50 ml of acetonitrile. The reaction mixture was stirred at RT overnight and then the solvent was removed in vacuo. Purification of the residue by flash chromatography on silica gel (mobile phase: dichloromethane/methanol 95/5) resulted in 3.58 g (81% purity, 87% of theory) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08063234B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-f7633072c4254390973e72a6a89551ba |
| Quellennotiz | uspto-grants-2011_11 |