HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 4-(Cyclohexylmethyl)-2-ethyl-5-{2-[4-(2-methoxyphenyl)piperazino]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | 2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amine | HCID 3513851 | — |
| Reactant | 4-(cyclohexylmethyl)-5-{2-[4-(2-methoxyphenyl)piperazino]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 25184453 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(Cyclohexylmethyl)-2-ethyl-5-{2-[4-(2-methoxyphenyl)piperazino]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 25184798 | 59.2% |
Reaction Steps
To a slurry of PS-BEMP (0.682 g, 1.50 mmol, 2.2 mmol/g) and 4-(cyclohexylmethyl)-5-{2-[4-(2-methoxyphenyl)piperazino]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one (E17; 300 mg, 0.75 mmol) in MeCN (10 mL), ethyl iodide (0.12 mL, 1.50 mmol) was added and the reaction mixture was stirred at room temperature for 3 days. The resin was filtered, washed with MeOH (10 mL) and the solvent was evaporated in vacuo to afford 280 mg crude foamy solid. Purification by preparative LC-MS afforded 190 mg (59%) of the title compound as a glassy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222254B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-45ddbc530bbb4d63b77cc34ce98bf23f |
| Source note | uspto-grants-2012_07 |