HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67333397, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-(bromomethyl)-2-fluorobenzoate | HCID 22645461 | — |
| Reactant | quinolin-4-ol | HCID 178516385 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67333397 | HCID 67333397 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of quinolin-4-ol, methyl 5-(bromomethyl)-2-fluorobenzoate (prepared as described in US 2007/0021427 A1, 1 eq) and potassium carbonate (1.2 eq) in dry DMF (0.1 M solution) was stirred at 100° C. for 1 h. After solvent evaporation, the residue was dissolved in DCM and washed twice with H2O and once with brine. The organic phase was dried over Na2SO4 and concentrated to dryness under reduced pressure. The resulting crude was purified by flash-chromatography (EtOAc/PE 9:1) to give the title compound. The O-alkylated isomer is eluted before the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354413B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-82638a5427384b5290c151f5c9ff24a0 |
| Source note | uspto-grants-2013_01 |