HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(2-{7-[4-(4-Pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}-ethoxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(4-Chlorobutyl)pyridine | HCID 10953941 | — |
| Reactant | 4-[2-(9-Oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethoxy]benzonitrile | HCID 18540375 | — |
| Catalyst | Bromine | HCID 24408 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(2-{7-[4-(4-Pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}-ethoxy)benzonitrile | HCID 9801457 | 57.3% |
Reaction Steps
4-[2-(9-Oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethoxy]benzonitrile (0.80 g, 2.92 mmol, see preparation D above) was dissolved in MeCN (30 mL) and mixed with 4-(4-chlorobutyl)pyridine (0.74 g, 4.39 mmol, from step (i) above) and K2CO3 (1.62 g, 11.71 mmol). 1 drop of Br2 was added and the mixture was refluxed for 24 h. The mixture was filtered and evaporated. Purification by chromatography on silica, eluting with DCM:4% MeOH (satd. with ammonia), gave 0.68 g (57.2%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351821B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-262cc9749cc24017b621814c033bbb34 |
| Source note | uspto-grants-2008_04 |