Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 178516804 | HCID 178516804 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58562523 | HCID 58562523 | — |
Reaction Steps
Into a 250 mL round-bottom flask, was placed a solution of 6-iodocinnolin-4-ol (as prepared in the previous step, 6.5 g, 23.90 mmol, 1.00 equiv) in N,N-dimethylformamide (120 mL), 1-(bromomethyl)benzene (4.4 g, 25.88 mmol, 1.10 equiv) and Cs2CO3 (5.47 g, 16.78 mmol, 0.70 equiv). The reaction mixture was stirred for 3 h at 60° C. in an oil bath. The reaction was then quenched by the addition of 50 mL of water. The resulting solution was extracted with 3×100 ml, of ethyl acetate, and the combined organic layers washed with 2×100 mL of sodium chloride, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08518969B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-17f148c8f733447a90f4ba04e14c832c |
|---|
| Source note | uspto-grants-2013_08 |
|---|