HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(4-Bromophenyl)-4-{2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl ester | HCID 11451238 | — |
| Reactant | (3R)-3-Fluoropyrrolidine 4-methylbenzenesulfonate | HCID 86614634 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Bromophenyl)-4-{2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole | HCID 11710088 | 102.9% |
Reaction Steps
Prepare using the method of Example 102 with 2-[2-(4-bromophenyl)-5-methyl-1,3-oxazol-4-yl]ethyl methanesulfonate (See Intermediate 13) (0.16 g, 0.44 mmole), anhydrous acetonitrile (2 mL), potassium carbonate (0.21 g, 1.54 mmol), potassium iodide (0.007 g, 0.04 mmol) and (3R)-3-fluoropyrrolidine 4-methylbenzenesulfonate (salt) (See Intennediate 51) (0.21 g, 0.79 mmol) to give the title compound as a pale orange oil (0.16 g): MS (m/e) (79Br/81Br): 353, 355(M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-3fc938fb63e94c3e9b0d0e4bbaf6273e |
| Source note | uspto-grants-2010_02 |