HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58158492, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzyl (4-hydroxyphenyl)carbamate | HCID 293061 | — |
| Reactant | 5-Bromo-2-nitropyridine | HCID 817620 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58158492 | HCID 58158492 | 56.1% |
Reaction Steps
To a solution of benzyl (4-hydroxyphenyl)carbamate (1.44 g, 5.91 mmol) in N,N-dimethylformamide (10 mL) were added cesium carbonate (2.41 g, 7.39 mmol) and 5-bromo-2-nitropyridine (1.0 g, 4.93 mmol), and the mixture was stirred at room temperature for 16 hr. Water (40 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran (=2/1, 120 mL). The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (NH silica gel, hexane/ethyl acetate=3/1→1/3) to give the title compound (1.01 g, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445509B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-8bdbc792d39d4fb38e0d35b21070fd00 |
| Source note | uspto-grants-2013_05 |