HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (+-)-3-Quinuclidinol | HCID 15381 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester | HCID 59835690 | — |
Reaction Steps
According to Method C, 3-quinuclidol is first reacted with a carbonyldiimidazole (DCI) in an inert solvent (e.g. DCM, 1,2-DCE) at room temperature in order to obtain the corresponding imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester. Then, arylalkylamine (II) is metalated in an inert solvent (e.g. THF) using BuLi and the ester was added at a temperature ranging from 0° C. to room temperature.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452904B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-9e72c49c8a3b4228b86498fe8cd09f7b |
| Source note | uspto-grants-2008_11 |