HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 57709132, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | HCID 67065150 | HCID 67065150 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57709132 | HCID 57709132 | 30.3% |
Reaction Steps
Trifluoromethanesulfonic acid trimethylsilyl ester (0.37 mL, 2.04 mmol) was added to a solution of the mixture containing 1-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenylethynyl)-cycloheptanol (529 mg) and pyridine (0.42 mL, 5.19 mmol) in dichloromethane (4.0 mL) at 0° C., and the mixture was stirred at the same temperature for 90 minutes. An ammonium chloride solution was added to the reaction mixture, followed by extraction with ethyl acetate. The extract was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 80:20) to give the target compound as a colorless oil (183 mg, 28% in three steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935688B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-63b68025dfac402482e6bd98e8a07fab |
| Source note | uspto-grants-2011_05 |