HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 59351177, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanone | HCID 59326874 | — |
| Reactant | 2-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazine | HCID 59351135 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 59351177 | HCID 59351177 | — |
Reaction Steps
A solution of (1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanone (0.543 g, 2.278 mmol),2-fluoro-3-(4-fluorotetrahydro-2H-pyran-4-yl)pyrazine (0.304 g, 1.519 mmol), cesium carbonate (0.990 g, 3.04 mmol), and N-Methyl-2-pyrrolidinone (3.04 mL) in a sealed tube was heated to 100° C. overnight. Aqueous work up with DCM and washing with alternating water and brine washes. The organic layer was rotovapped and loaded onto a Biotage samplet. Purification by Biotage (0-100% EtOAc/hexane, slow gradient, over 12 CV). The product containing fractions were concentrated by rotovap. The residue was further purified by trituration with EtOH at room temperature overnight to produce product. MS (ESI, pos. ion) m/z: 419.1 (M+1). IC50 (uM) +++++.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053438B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-0c1cda48896e4f90b476710afc1d57d0 |
| Source note | uspto-grants-2011_11 |