HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67345931, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 10089516 | HCID 10089516 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67345931 | HCID 67345931 | 38.2% |
Reaction Steps
Cesium carbonate (1.07 g, 3.30 mmol) was added to a solution of benzyl 6-(2-chlorophenyl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate (J. Med. Chem. 1994, 37, 3303-3312) (585 mg, 1.65 mmol) and cyclopropylmethyl bromide (0.19 mL, 1.98 mmol) in N,N-dimethylformamide (5 mL). After 4 h, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water (2×), saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (hexanes→30% ethyl acetate/hexanes) gave the title compound (258 mg). MS 409.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994325B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3e155ec83db64bacaf309d906203e2b4 |
| Source note | uspto-grants-2011_08 |