HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S)-1-{[(1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-azabicyclo [2.2.2]oct-3-yl]carbonyl}-2-pyrrolidinecarbonitrile Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-Butyl (1S,3S,4S,5S,6R)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-2-carboxylate | HCID 86598887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (2S)-1-{[(1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-azabicyclo [2.2.2]oct-3-yl]carbonyl}-2-pyrrolidinecarbonitrile Hydrochloride | HCID 11197388 | — |
Reaction Steps
To a solution of tert-butyl (1S,3S,4S,5S,6R)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-2-carboxylate obtained in Example 1-4 (122 mg) in chloroform (1 mL), was added 4N HCl in dioxane (3 mL) at room temperature. The reaction mixture was stirred for 15 minutes and the organic solvent was removed in vacuo. The residue was triturated with ethyl acetate to give the target compound as a white powder (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186731B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-f05850de4f674457914c4a031b411786 |
| Source note | uspto-grants-2007_03 |