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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713551Generated: November 3, 2026

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

https://huagongshe.com/reaction/1713551

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-oxo-2,3-dihydro-1H-isoindole-1-carboxylic acidHCID 9794017—
Reactant1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-oneHCID 23121881—
SolventTriethylamineHCID 8471—
Product7-[(2,3-Dihydro-3-oxo-1H-isoindol-1-yl)carbonyl]-hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-oneHCID 2312203714%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795267B2
Source datasetuspto-grants-2010_09
ORD IDord-cd76c4318a6c4a12b9cb90c45faa4751
Source noteuspto-grants-2010_09