HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2-(4-Bromophenyl)-4-{2-[(3R)-3-(fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| 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-(Fluoromethyl)pyrrolidine 4-methylbenzenesulfonate | HCID 86614638 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Bromophenyl)-4-{2-[(3R)-3-(fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole | HCID 11632032 | 93.5% |
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) (0.36 g, 0.99 mmole), anhydrous acetonitrile (2 mL), potassium carbonate (0.55 g, 3.98 mmol), potassium iodide (0.016 g, 0.10 mmol) and (3R)-3-(fluoromethyl)pyrrolidine 4-methylbenzenesulfonate (salt) (See Intermediate 57) (0.41 g, 1.49 mmol) to give the title compound as a pale orange oil (0.34 g): MS (m/e) (79Br/81Br): 367, 369(M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-5c397e2734f94e8ea1dbf38523989a2b |
| Source note | uspto-grants-2010_02 |