Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (+)-7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole | HCID 11107308 | — |
| Product | HCID 54396594 | HCID 54396594 | 29% |
Reaction Steps
A mixture of 300 mg (1.28 m mol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano [2,3-f] benzo-2,1,3-oxadiazole and 3 ml of pyridine were added with 180 μl (1.28 m mol) of anhydrous trifluoroacetic acid with stirring for 3 hours at 0° C., followed by further stirring for 3 hours at the room temperature. After the completion of the reaction, the mixture was washed thrice with water and dried over anhydrous sodium sulfate. After the solvent was distilled off, the residue was subjected to a silica gel column chromatography using a developing solvent of ethyl acetate-methanol (10:1 (v/v)) to obtain 124 mg (yield: 29%) of the intended compound. A part of the obtained compound was recrystallized from ethanol to obtain the pure intended compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04900752 |
|---|
| Source dataset | uspto-grants-1990_02 |
|---|
| ORD ID | ord-b3b9bd76c1804775b4e6dcf9315fb39b |
|---|
| Source note | uspto-grants-1990_02 |
|---|