Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(Azetidin-1-yl)-5-nitropyridine | HCID 66850474 | 97% |
Reaction Steps
4.7 g (80.76 mmol) of azetidine are added dropwise to a suspension, stirred at 20° C., of 27.9 g (0.201 mol) of potassium carbonate and of 11 g (67.3 mmol) of 2-chloro-5-nitropyridine in 100 ml of dimethylformamide. The mixture is stirred for 5 minutes at 20° C. and then for 6 hours at 70° C. After this period of time, the suspension is poured into a mixture of 300 ml of water and 300 ml of ethyl acetate. The aqueous phase is separated and then extracted with 200 ml of ethyl acetate. The organic phases are combined, washed three times with 250 ml of water and then dried over sodium sulphate and concentrated under reduced pressure. 11.7 g of the expected product are thus obtained in the form of a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399491B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-027886f2251c40ce95831da50bc7b6e9 |
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| Source note | uspto-grants-2013_03 |
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