Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 178435249 | HCID 178435249 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 136348385 | HCID 136348385 | 14% |
Reaction Steps
[step 2] (E)-7-fluoro-3-({3-fluoro-11-[1-(5-oxo-1,2,4-oxadiazol-3-yl)ethylidene]dibenzo[b,e]oxepin-8-yl}methyl)imidazo[1,2-a]pyridine-2-carboxamide (113 mg, 0.22 mmol) obtained in step 1 was dissolved in THF (2 mL), triethylamine (67 mg, 0.66 mmol) and trifluoroacetic anhydride (138 mg, 0.66 mmol) were added and the mixture was stirred at room temperature for 2 hr. Furthermore, triethylamine (89 mg, 0.88 mmol) and trifluoroacetic anhydride (184 mg, 0.88 mmol) were added, and the mixture was stirred at room temperature for 8 hr. Water was added to the reaction mixture, and the mixture was extracted 3 times with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=9/1 v/v) to give the title compound (compound 14i) (15 mg, 14%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08969345B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-565c2814fd1d45aab061392f20dfefbd |
|---|
| Source note | uspto-grants-2015_03 |
|---|