HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acid → 7-[(2,3-Dihydro-3-oxo-1H-isoindol-1-yl)carbonyl]-hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acid | HCID 9794017 | — |
| Reactant | 1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one | HCID 23121881 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 7-[(2,3-Dihydro-3-oxo-1H-isoindol-1-yl)carbonyl]-hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one | HCID 23122037 | 14% |
Reaction Steps
In the same manner as in Reference Example 19, the reaction was performed using 2,3-dihydro-3-oxo-1H-isoindole-1-carboxylic acid instead of 1,4-bis(phenylmethyl)-2-piperazine carboxylic acid, and using hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one instead of N,O-dimethylhydroxylamine hydrochloride and triethylamine. The reaction solution was extracted with ethyl acetate, washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. To the residue was added hexane-ethyl acetate. Then, the obtained crystals were collected by filtration and washed with hexane to obtain the title compound. Yield 14%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795267B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-cd76c4318a6c4a12b9cb90c45faa4751 |
| Source note | uspto-grants-2010_09 |