Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 2-Chloro-5-iodopyridine | HCID 4397176 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 5-Iodo-2-(pyrrolidin-1-yl)pyridine | HCID 21914402 | — |
Reaction Steps
Pyrrolidine (1.74 ml) was added to 2-chloro-5-iodopyridine (1 g) in dimethylacetamide (5 ml) and the solution heated at 120° C. for 4 h. After cooling, the reaction mixture was poured into water (60 ml) and the solid precipitate collected by filtration. Recrystallisation from ethyl acetate gave the product as off-white needles (0.33 g); the remaining material was adsorbed onto silica and purified by column chromatography eluting with 0 to 3% ethyl acetate in hexane to give a white solid (0.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07956084B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-4056b99d777344bfacc6a5d8c0feca72 |
|---|
| Source note | uspto-grants-2011_06 |
|---|