Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoroethyl bromide | HCID 12982 | — |
| Reactant | 3-(7-Aminoimidazo[1,2-a]pyrimidin-2-yl)phenol hydrobromide | HCID 67387950 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58446794 | HCID 58446794 | 21.2% |
Reaction Steps
In a sealed tube 3-(7-aminoimidazo[1,2-a]pyrimidin-2-yl)phenol hydrobromide (800 mg, 2.6 mmol) was combined with DMF (4.0 ml) to give a light brown solution. 1-Bromo-2-fluoroethane (476 mg, 3.75 mmol) dissolved in DMF (4.0 ml) and Cs2CO3 (1.62 g, 4.97 mmol) were added. The reaction mixture was stirred 23 h at 70° C. H2O (50 ml) was added to the reaction mixture and the product was extracted with EtOAc (3×40 ml). After drying over MgSO4, filtration and concentration in vacuum, the crude product (orange oil) was purified by flash chromatography (50 g SiO2—NH2 cartridge, eluent: CH2Cl2 to CH2Cl2/MeOH 95:5) to yield the title compound (150 mg, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08410117B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-af0849eac9e7469483847d0673f4dfdf |
|---|
| Source note | uspto-grants-2013_04 |
|---|