Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate | HCID 13210747 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22632890 | HCID 22632890 | 72.8% |
Reaction Steps
To a solution of ethyl 2,6-dichloro-5-fluoro-3-pyridinecarboxylate (3.00 g, 12.6 mmol: J. Med. Chem., 1986;29:2363) and triethylamine (2.63 mL, 18.90 mmol) in acetonitrile (15 mL) was added pyrrolidine (1.05 mL, 12.6 mmol) dropwise. After being stirred at 60° C. for 1 hour, the reaction mixture was evaporated, and the residue was dissolved in dichloromethane, washed with water, and dried over anhydrous sodium sulfate. The residue was purified on a silica gel column using hexane/dichloromethane (7:3) as eluent giving 2.5 g of the title compound as a solid, mp 95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06331538B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-f0c343d4fbd6418d8136958a0946cc5b |
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| Source note | uspto-grants-2001_12 |
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