HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl (4-{[3-(8-chloro-3-methylcinnolin-4-yl)phenoxy]methyl}phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 2-(4-(bromomethyl)phenyl)acetate | HCID 11770640 | — |
| Reactant | 3-(8-Chloro-3-methylcinnolin-4-yl)phenol | HCID 11856437 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl (4-{[3-(8-chloro-3-methylcinnolin-4-yl)phenoxy]methyl}phenyl)acetate | HCID 11856436 | 82.9% |
Reaction Steps
A mixture of 3-(8-chloro-3-methylcinnolin-4-yl)phenol (0.21 g, 0.78 mmol), 4-bromomethylphenyl acetic acid methyl ester (0.42 g, 1.64 mmol), and cesium carbonate (1.70 g, 5.2 mmol) in acetone (15 mL) was refluxed for 2 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic residue was purified by silica gel chromatography using 5-50% EtOAc/hexanes as eluent to provide the title compound (0.28 g) as a gum. MS (ESI) m/z 433; HRMS (ESI, [M+H]+) 433.1335.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700595B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-ecd4e8a7280440e28b06c5a5c45a35db |
| Source note | uspto-grants-2010_04 |