Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,3-Difluoropyrrolidine hydrochloride | HCID 24903482 | — |
| Reactant | HCID 86632433 | HCID 86632433 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68736794 | HCID 68736794 | — |
Reaction Steps
To a solution of methanesulfonic acid 3-(5-bromo-pyridin-3-yl)-prop-2-ynyl ester (Intermediate 223) (1 eq, 1.95 mmol, 566 mg) in DMF (6 ml) are added K2CO3 (2.5 eq, 4.88 mmol, 674 mg) and 3,3-difluoro-pyrrolidine hydrochloride (ABCR GmbH & Co. KG, Karlsruhe, Germany) (1.2 eq, 2.34 mmol, 336 mg). The resulting mixture is heated at 80° C. for 2 h. The reaction mixture is cooled to r.t. before adding water and extracting the mixture with EtOAc. The organic layer is dried with MgSO4, filtered, and the solvents are removed in vacuo. Purification by column chromatography yields the title compound; [M+H]+=301/303.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08314112B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-e5dc6f3d8546427189f31d770e0dee2c |
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| Source note | uspto-grants-2012_11 |
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