HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 69843299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21701940 | HCID 21701940 | — |
| Reactant | Tert-butyl 3,7-diazabicyclo(3.3.1)nonane-3-carboxylate | HCID 22490264 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69843299 | HCID 69843299 | 31% |
Reaction Steps
A mixture of 4-(3-chloro-2-hydroxy-2-hydroxymethylpropoxy)benzonitrile (180 mg; 0.74 mmol; from step (b) above), tert-butyl 3,7-diazabicyclo-[3.3.1]nonane-3-carboxylate (230 mg; 1.0 mmol; see Example F above) and K2CO3 (140 mg; 1.0 mmol) in MeCN (5 mL) was refluxed for 48 hours. The reaction mixture was filtered and the filtrate concentrated. The residue was dissolved in diethyl ether and the solution was acidified with KHSO4 (aq.). The aqueous layer was collected and NaHCO3 (satd.) was added followed by ether extraction. The organic layer was collected, dried, concentrated and subjected to column chromatography (DCM:MeOH; 20:1) to give the title compound in a 31% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06291475B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-27b7029c167547e6bc5434b0fab4de31 |
| Source note | uspto-grants-2001_09 |