Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(4-(3-Bromopropoxy)-3-methoxyphenyl)ethanone | HCID 18403963 | — |
| Reactant | HCID 18915247 | HCID 18915247 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22121145 | HCID 22121145 | 30% |
Reaction Steps
To a solution of 1,4-dihydro-7-fluorospiro[cyclopent[b]indole-3(2H), 4-piperidine] (3.00 g) in acetonitrile (30 ml) was added cesium carbonate (6.97 g) and 1-[4-(3-bromopropoxy)-3-methoxyphenyl]ethanone (3.38 g), under nitrogen, with stirring. The reaction mixture was heated at 80° C. for 3 hrs and allowed to cool to ambient temperature. The mixture was extracted with ethyl acetate. The extracts were washed with water, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated in vacuo. The residue was flashed chromatographed (silica gel) eluting with 1% acetone/dichloromethane. The appropriate fractions were collected and concentrated to give 1.00 g (30%) of product, mp 165-166° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06229014B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-0deba54947214cc9a1ee323c7f326d4e |
|---|
| Source note | uspto-grants-2001_05 |
|---|