HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 68663591, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86640037 | HCID 86640037 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68663591 | HCID 68663591 | 43% |
Reaction Steps
To a solution of tert-butyl[4-[5-[(4-fluorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-2-pyridyl]carbamate (138 mg, 0.343 mmol) in dichloromethane (5 mL) was added trifluoroacetic acid (5 mL), and the resulting mixture was stirred at room temperature for 5 hr. The reaction mixture was alkalified with aqueous sodium hydroxide solution, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5-0/100), and recrystallized from methanol/chloroform/diethyl ether to give the title compound (44 mg, yield 43%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492378B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5aca6c7dcad948b188981794d324e0dd |
| Source note | uspto-grants-2013_07 |