HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 50914132, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 58119388 | HCID 58119388 | — |
| Solvent | Ethyl orthoformate | HCID 31214 | — |
| Product | HCID 50914132 | HCID 50914132 | — |
| Product | HCID 58119388 | HCID 58119388 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
4-{5-[(4-chlorophenyl)thio]-2-phenyl-1,3-oxazol-4-yl}benzohydrazide from Step C (33 mg, 0.077 mmol) was dissolved in 5 mL triethylorthoformate. A catalytic amount of TFA was added and the reaction was heated at 130° C. for 2 h. The volatiles were removed and the residue was purified by reverse phase HPLC to afford 12 mg (36% over 4 steps) of the title compound 2-(4-{5-[(4-chlorophenyl)thio]-2-phenyl-1,3oxazol-4-yl}phenyl)-1,3,4-oxadiazole. LCMS: m/z 432.1 (M+H)+. 1H NMR (500 MHz, CDCl3: δ 8.55 (1H, s), 8.40 (2H, d), 8.19 (4H, br), 7.55 (3H, br), 7.30 (4H, br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673941B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-3b236501fd0c45d0b1ad48624bc07496 |
| Source note | uspto-grants-2014_03 |