HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 15980223, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Bromomethyl)benzonitrile | HCID 86996 | — |
| Reactant | Tert-butyl[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]carbamate | HCID 9970422 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 15980223 | HCID 15980223 | 99% |
Reaction Steps
Potassium carbonate (3.82 g, 27.6 mmol) was added to a mixture of tert-butyl[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]carbamate (5.00 g, 18.4 mmol; see WO 02/83690 and WO 2004/035592) and 4-(bromomethyl)benzonitrile (3.61 g, 18.4 mmol) in acetonitrile (150 mL). The mixture was heated to reflux overnight, cooled to room temperature, filtered and then evaporated. The residue was dissolved in dichloromethane (100 mL), washed with water and dried over MgSO4. Purification by preparative HPLC gave 7.04 g (78%) of the title compound as a salt with one equivalent of acetic acid and one equivalent of formic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928225B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-c8aa5a09b45c40469ec8f6618e6a3173 |
| Source note | uspto-grants-2011_04 |