HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 60172574, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloro-5-fluoropyrimidine | HCID 583466 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 86705171 | HCID 86705171 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 60172574 | HCID 60172574 | 29.9% |
Reaction Steps
A solution of 2-[(5S)-2-oxo-5-propylimidazolidin-1-yl]-N-[4-(trifluoromethyl)pyridin-2-yl]acetamide (70 mg), 2-chloro-5-fluoropyrimidine (33 mg), Pd2(dba)3 (22 mg), Xantphos (24 mg), and sodium tert-butoxide (30 mg) in toluene was stirred at 80° C. for 2 hr. Saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate and drying over anhydrous magnesium sulfate. The desiccant was filtered off, the solvent was distilled off under reduced pressure, and the residue was purified by preparative HPLC to afford the title compound (27 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796272B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-27b5fb073cb046f4b203dc4d2bde72a4 |
| Source note | uspto-grants-2014_08 |