HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → N-[4-chloro-2-[2-chloro-4-(5-pyrimidinyl)phenoxy]phenyl]-glycine, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | N-[2-(4-bromo-2-chlorophenoxy)-4-chlorophenyl]-glycine, ethyl ester | HCID 131729190 | — |
| Catalyst | HCID 178478644 | HCID 178478644 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[4-chloro-2-[2-chloro-4-(5-pyrimidinyl)phenoxy]phenyl]-glycine, ethyl ester | HCID 131729189 | — |
Reaction Steps
The subtitle compound was prepared by using the product from example 30 step ii) (0.20 g) which was dissolved in dry dioxane (10 ml). Cesium fluoride (0.15 g) followed by pyrimidine-5-boronic acid (0.058 g) and Palladium(diphenylphosphinoferrocene) dichloride (0.017 g) were added and the mixture was heated at 80 C for 10 hours. The mixture was diluted with 2M HCl, extracted with ethyl acetate, dried and concentrated under reduced pressure to give an oil. Yield 0.20 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022248B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-07c0e2887a974e78b7f2c6f4eddd9aa9 |
| Source note | uspto-grants-2011_09 |