Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-3-fluoropyrrolidine | HCID 7016277 | — |
| Reactant | Tert-butyl (5-chloromethylpyridin-2-yl)carbamate | HCID 67993136 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67993091 | HCID 67993091 | 61% |
Reaction Steps
A mixture of tert-butyl 5-(chloromethyl)pyridin-2-ylcarbamate 117(9.5 g, 39.1 mmol), (S)-3-fluoropyrrolidine 118 (4.19 g, 47.0 mmol), potassium carbonate (16.2 g, 117 mmol) and sodium iodide (0.586 g, 3.91 mmol) in DMF (150 mL) was stirred at 60° C. for 2 h. The reaction mixture was filtered, and the filtrate was concentrated in vacuo. H2O (250 mL) was added and the resulting solid was collected by filtration, rinsed with H2O and dried to give 119 (7.00 g, 61% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09326986B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-1f6e0445f1c94379b5054b101ebbfe4e |
|---|
| Source note | uspto-grants-2016_05 |
|---|
