HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 69099794, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Propanoic acid, 2-bromo-2-methyl-, ethyl ester | HCID 11745 | — |
| Reactant | 1-(Bromomethyl)-4-(trifluoromethoxy)benzene | HCID 142785 | — |
| Reactant | HCID 69099606 | HCID 69099606 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69099794 | HCID 69099794 | 74.9% |
Reaction Steps
To a warm solution of 4-(2-{[4-(2-cyclopropyl-1,3-oxazol-4-yl)benzyl]amino}ethyl)phenol (0.42 g, 1.25 mmol) in acetonitrile (6 ml) was added Cs2CO3 (1.34 g, 4.11 mmol) followed by ethyl-2-bromoisobutyrate (0.60 mL, 4.09 mmol). The mixture was heated at 80C for 20 h. Upon cooling, the mixture was partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc (2×25 ml). The combined organic phases were dried with MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (MeOH/EtOAc, 2:98) to yield ethyl 2-[4-(2-{[4-(2-cyclopropyl-1,3-oxazol-4-yl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (0.42 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319104B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-ae4ebef932494e22afb54c251699a633 |
| Source note | uspto-grants-2008_01 |