Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(3,4-Difluorophenyl)pyrrolidin-3-ol | HCID 63586972 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 25143960 | HCID 25143960 | 39.6% |
Reaction Steps
In a sealed tube a mixture of 3-(3,4-difluorophenyl)pyrrolidin-3-ol (0.192 g, 0.963 mmol), acetonitrile (3 mL), potassium carbonate (0.133 g, 0.963 mmol) and isopropylbromide (0.118 g, 0.963 mmol) was heated under microwave irradiation at 120° C. for 25 minutes. The mixture was filtrated and evaporated. Purification by flash chromatography on silica gel (ethyl acetate/methanol, 4:1 to 1:1) and by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 55:45) gave the title compound (0.092 g). The amine was converted to the fumaric acid salt and recrystallized from ethanol/diethyl ether/diisopropyl ether: M.p. 143-147° C.; MS m/z (relative intensity, 70 eV) 241 (M+, 11), 226 (bp), 182 (46), 85 (53), 84 (31).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188301B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-41ea0a2f99b34c23beb3d93f7b63d119 |
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| Source note | uspto-grants-2012_05 |
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