HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-1-(thiophen-3-yl)ethan-1-one → 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-1-(thiophen-3-yl)ethan-1-one | HCID 2776379 | — |
| Reactant | Bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate | HCID 70925814 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromide | HCID 86672950 | 54.7% |
Reaction Steps
2-Bromo-1-(thiophen-3-yl)ethanone (23.7 mg, 0.12 mmol) was added to a solution of bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate (40 mg, 0.12 mmol, prepared as in example 40) in EtOAc (3 ml). The reaction was stirred at room temperature overnight. The solvent was evaporated, and the crude was purified by preparative HPLC (eluent: CH3CN/H2O) to obtain 4-((bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-3-yl)ethyl)piperidinium bromide (36.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604015B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-b024410d0e2e44739b78fe8e56360f5f |
| Source note | uspto-grants-2013_12 |