HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Diethoxybenzamide → 2-(3,4-Diethoxyphenyl)-4-(pyridin-4-yl)oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Diethoxybenzamide | HCID 340342 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Bromoacetyl)pyridine hydrobromide | HCID 2776239 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3,4-Diethoxyphenyl)-4-(pyridin-4-yl)oxazole | HCID 59145490 | 2.7% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
In a microwave vial were dissolved 2-bromo-1-(pyridin-4-yl)ethanone hydrobromide (134 mg, 0.478 mmol) and 3,4-diethoxybenzamide (100 mg, 0.478 mmol) in DMF (5 ml) and the reaction was heated at 170° C. for 40 min. The reaction mixture was poured in a saturated solution of NaHCO3 and extracted with EtOAc (50 ml×3). The combined organic phases were washed with a saturated solution of NaCl (2×30 ml) and concentrated under reduced pressure. The product was purified by column chromatography using CH2Cl2:MeOH (95:5) to yield 4 mg (2.7%) of the product. MS (EI) m/z: 311 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466183B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-e92065eca68f4faebef074b63cd008a8 |
| Source note | uspto-grants-2013_06 |