HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2-(4-Bromophenyl)-4-{2-[(3R)-3-methoxypyrrolidin-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-Methoxypyrrolidine 4-methylbenzenesulfonate | HCID 86614639 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Bromophenyl)-4-{2-[(3R)-3-methoxypyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole | HCID 58951403 | 76.9% |
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) (0.32 g, 0.89 mmole), anhydrous acetonitrile (4 mL), potassium carbonate (0.43 g, 3.11 mmol), potassium iodide (0.015 g, 0.09 mmol) and (3R)-3-methoxypyrrolidine 4-methylbenzenesulfonate (salt) (See Intermediate 59) (0.25 g, 0.91 mmol) to give the title compound as a pale orange oil (0.25 g): MS (m/e) (79Br/81Br): 365, 367(M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-43159f0ee6684129ad26b2d3ea7229f6 |
| Source note | uspto-grants-2010_02 |