HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86719114, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | Methyl (6-bromopyridin-2-yl)acetate | HCID 71720999 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86719114 | HCID 86719114 | — |
Reaction Steps
The solution of methyl 2-(6-bromopyridin-2-yl)acetate (500.0 mg, 2.17 mmol), azetidin-3-ol hydrochloride (285.9 mg, 2.61 mmol), CuI (248.3 mg, 1.30 mmol), L-proline (149.7 mg, 1.30 mmol) and Cs2CO3 (24.7 g, 75.7 mmol) in DMSO (6 mL) was stirred at 90 degree for 12 h under N2. After cooling to room temperature, the reaction mixture was filtered, diluted with H2O and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by a standard method to give desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029531B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a51bc4e7bdcb4e60965030f0abcfc71d |
| Source note | uspto-grants-2015_05 |