HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → 1-(4-(4-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-isopropylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | (4-Aminophenyl)(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazin-1-yl)methanone | HCID 86638547 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-(4-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-isopropylurea | HCID 59175865 | 22.9% |
Reaction Steps
(4-Aminophenyl)(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)-piperazin-1-yl)methanone (0.217 mmol, 0.1 g) and diisopropylethylamine (0.737 mmol, 0.122 mL, 0.095 g) were stirred in dichloromethane at room temperature. Triphosgene (0.080 mmol, 0.024 g) was added and the reaction mixture stirred for 30 minutes. Isopropylamine (0.433 mmol, 0.037 mL, 0.026 g) was added and the reaction stirred for a further 30 minutes. The reaction mixture was concentrated under vacuum and purified by reverse phase acidic preparative HPLC to afford the title compound (10 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357679B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-9dc5c7a9f3aa453b9e740a8b835c936b |
| Source note | uspto-grants-2013_01 |