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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394846Generated: October 25, 2026

Water → D-Tartrate

https://huagongshe.com/reaction/394846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantD-Tartaric acidHCID 439655—
Reactant8a-Pyridin-2-ylmethyl-2-(2,2,2-trifluoro-ethyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dioneHCID 11336404—
SolventAcetoneHCID 180—
ProductD-TartrateHCID 546028473%
ProductHCID 11537198HCID 11537198—

Reaction Conditions

Temperature56 °C

Reaction Steps

To a solution of 8a-pyridin-2-ylmethyl-2-(2,2,2-trifluoro-ethyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dione (prepared according to the method described in Step. 6, 106 g, 0.325 mol) in acetone (2120 mL) and water (212 mL) was added D-tartaric acid (48.46 g, 0.325 mol). White precipitate formed and it was granulated for 3 hours. The solids were collected by suction filtration and washed with acetone. The solvent damp solids were placed in acetone (1000 mL) and stirred at 56° C. overnight. The solids were collected by suction filtration the next morning and dried to give 56 g of the chiral title compound as the D-tartrate salt (73% yield of theory). Chiral HPLC showed an optical purity of 98:2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06603002B2
Source datasetuspto-grants-2003_08
ORD IDord-d58e25df84064c1c874ffb963f579069
Source noteuspto-grants-2003_08