HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → N-Cyclopropyl-4-fluoro-2-(2-oxiranylmethoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Reactant | N-Cyclopropyl-4-fluoro-2-hydroxybenzamide | HCID 68961144 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Cyclopropyl-4-fluoro-2-(2-oxiranylmethoxy)benzamide | HCID 45086863 | 59.7% |
Reaction Steps
A mixturte of N-cyclopropyl-4-fluoro-2-hydroxybenzamide (195 mg, 1.0 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (259 mg, 1.0 mmol) and Cs2CO3 (390 mg, 1.2 mmol) in DMF (5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-30% ethylacetate in petroleum ether) to give the subtitled compound (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-b7e30bb29ea445ab83e4de635ec2c63e |
| Source note | uspto-grants-2008_11 |