HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetyl bromide → 1-(4-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazin-1-yl)-2-bromoethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | 1-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine | HCID 86647198 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazin-1-yl)-2-bromoethanone | HCID 86647199 | 78% |
Reaction Steps
1-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine (27 mg, 0.0563 mmol) was dissolved in dichloromethane (1.0 mL). Under ice-cold conditions, N,N′-dimethylaniline (15 μL, 0.118 mmol) and bromoacetylbromide (5.1 μL, 0.0591 mmol) were added, and the mixture was stirred under ice-cold conditions for 20 minutes. The reaction solution was concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/acetone), and the title compound (25 mg (yield 78%)) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551985B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-dd1a9590ceea4942a12386d34c694948 |
| Source note | uspto-grants-2013_10 |