HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | 1-Methylpyrrole | HCID 7304 | — |
| Reactant | 1-methyl-2-(tributylstannyl)-1H-pyrrole | HCID 2769397 | — |
| Reactant | HCID 22038188 | HCID 22038188 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indole | HCID 22037951 | 57.5% |
Reaction Steps
1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindole (0.2 g) was dissolved in toluene (2.50 ml). Next, 1-methyl-2-tributylstannylpyrrole (1.44 g) synthesized in accordance with the method described in Tetrahedron Lett., 4407 (1986). with the use of 1-methylpyrrole and tributylthin chloride was added thereto and the resultant mixture was heated under reflux for 3 hr under nitrogen atmosphere. After adding ethyl acetate, the mixture was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (0.115 g) as a yellow oil (yield: 57.28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071201B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-9dc8408c89a94e299be6d35e8736e5aa |
| Source note | uspto-grants-2006_07 |