HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphate → 5-Bromo-2-(2,5-dimethyl-pyrrol-1-yl)-4-trifluoromethyl-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | 2,5-Hexanedione | HCID 8035 | — |
| Reactant | 5-Bromo-4-(trifluoromethyl)thiazol-2-amine hydrobromide | HCID 84819866 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Bromo-2-(2,5-dimethyl-pyrrol-1-yl)-4-trifluoromethyl-thiazole | HCID 67429106 | 1,261% |
Reaction Steps
Add hexane-2,5-dione (3.5 mL, 3.4 g, 30 2 mmol) to a solution of 5-bromo-4-trifluoromethyl-thiazol-2-ylamine hydrobromide (9.0 g, 27.4 mmol) in methanol (60 mL). Stir at room temperature overnight. Add phosphate buffer (50 mL, pH=7). Collect the resulting precipitate by filtration, washing with water. Dissolve the filter cake in CH2Cl2 and dry over sodium sulfate. Filter and concentrate under vacuum to obtain the title compound (8.2 g, 92%). 1H NMR (400 MHz, CDCl3) δ 5.91 (s, 2H), 2.27 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030304B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-a7672010c46c48a5a9179be5e5718cb1 |
| Source note | uspto-grants-2011_10 |