HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86719115, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 3,3-Difluoroazetidine hydrochloride | HCID 2758247 | — |
| Reactant | Methyl 2-(6-chloropyridin-3-yl)acetate | HCID 53419528 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86719115 | HCID 86719115 | — |
Reaction Steps
To a sealed microwave reaction vessel containing methyl 2-(6-chloropyridin-3-yl)acetate (200 mg, 1.08 mmol), 3,3-difluoroazetidine hydrochloride (154 mg, 1.19 mmol), Xantphos (93 mg, 0.162 mmol), Cs2CO3 (1.054 g, 3.23 mmol), and Pd2(dba)3 (99.0 mg, 0.11 mmol) was added 3.0 ml of dioxane. The reaction mixture was microwave radiated at 90 C for 60.0 min. It was cooled to room temperature and diluted with CH2Cl2 (20.0 ml). The suspension was filtered, washed with CH2Cl2 (3×10.0 ml), and the filtrate was washed with water and brine. The organic layer was dried over anhydrous Na2SO4, filtered. The filtrate was concentrated. The residue was purified by a standard method to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029531B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-048f9080076740b4bb32406085a508ae |
| Source note | uspto-grants-2015_05 |