HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-Azabicyclo[3.1.0]hex-3-yl)-5-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Reactant | 3-Azabicyclo(3.1.0)hexane | HCID 13150523 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-Azabicyclo[3.1.0]hex-3-yl)-5-nitropyridine | HCID 57431530 | 85.1% |
Reaction Steps
A suspension of 0.2 g (1.26 mmol) of 2-chloro-5-nitropyridine, of 0.166 g (1.39 mmol) of 3-azabicyclo[3.1.0]hexane (Bioorg. &Med. Chem. Lett. 2005, 15(8) 2093) and of 0.52 g (3.78 mmol) of potassium carbonate in 5 ml of dimethylformamide is stirred at ambient temperature for 36 hours. The mixture is subsequently poured into 5 ml of water and then extracted 3 times with 20 ml of ethyl acetate. The organic phases are subsequently combined, dried over magnesium sulfate, and then concentrated under reduced pressure. 0.22 g of the expected product is thus obtained, which product is used as it is in the rest of the synthesis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786104B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-b68772a7870b44bd9bf480ec329360e9 |
| Source note | uspto-grants-2010_08 |