Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 18753364 | HCID 18753364 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18753337 | HCID 18753337 | — |
Reaction Steps
A 0.94 ml portion of diisopropylamine was dissolved in 10 ml of anhydrous THF, and the solution was mixed with 4.5 ml of 1.47 M butyl lithium/hexane solution at −20° C., stirred for 10 minutes and then cooled to −78° C. A 20 ml portion of anhydrous THF solution containing 2 g of 4-(4-benzyl-3-oxopiperazin-1-yl)-2-trifluoromethylbenzonitrile synthesized in Reference Example 1-15 was added dropwise thereto, and the mixture was stirred for 20 minutes and then mixed with 0.67 ml of ethyl iodide. After warming up to −10° C., the reaction solution was poured into saturated ammonium chloride aqueous solution and extracted with ethyl acetate, the organic layer was washed and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by a silica gel column chromatography, and 1.5 g of the title compound was obtained from hexane-ethyl acetate (1:1, v/v) eluate as a white foamy substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06673799B1 |
|---|
| Source dataset | uspto-grants-2004_01 |
|---|
| ORD ID | ord-69d5bd4b055949e5baaa400454d857c4 |
|---|
| Source note | uspto-grants-2004_01 |
|---|