Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 89862967 | HCID 89862967 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 89862978 | HCID 89862978 | 77.3% |
Reaction Steps
To a vial was added Intermediate 11B (110 mg, 0.383 mmol) in acetonitrile (0.7 mL) and DMF (0.7 mL) and potassium carbonate (159.0 mg, 1.148 mmol). The reaction was stirred for 10 min before (2-bromoethyl)benzene (106 mg, 0.574 mmol) was added. The resulting mixture was heated at 50° C. for 16 h. The reaction was quenched with water and extracted with EtOAc. The combined organics were dried over Na2SO4 and concentrated. The crude was purified by flash chromatography to give Intermediate 11C (116 mg, 0.296 mmol, 77.0% yield) as a white solid. LCMS=2.20 min [M+1]=392.3 (Method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394260B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-b51552c452614acea6762c15eda9f815 |
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| Source note | uspto-grants-2016_07 |
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