HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 6-Bromo-2-(4-(trifluoromethyl)phenyl)oxazolo[5,4-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | HCID 178418902 | HCID 178418902 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Bromo-2-(4-(trifluoromethyl)phenyl)oxazolo[5,4-b]pyridine | HCID 71114215 | 64.8% |
Reaction Steps
Intermediate 56 (2.1 g, 5.4 mmol) was dissolved in Dioxane (30 ml) and added POCl3 (1.5 ml). This mixture was refluxed for 5 h. After 5 h, dioxane was removed on rotavapour to obtain the residue. Work up (EtOAc/H2O) of the residue afforded the crude. Crude was purified by column on 60-120 mesh silica gel using DCM as eluent to afford the titled compound (1.2 g). 1H-NMR (δ ppm, CDCl3, 400 MHz): 8.46 (d, J 2.1, 1H), 8.41 (d, J 8.2, 2H), 8.24 (d, J 2.1, 1H), 7.83 (d, J 8.2, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181214B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-7d8c012fd0544ca29720b0a9a622e741 |
| Source note | uspto-grants-2015_11 |