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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589890Generated: October 30, 2026

Ethanol → HCID 66585108, compound

https://huagongshe.com/reaction/589890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSulfuric AcidHCID 1118—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 66585051HCID 66585051—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66585108HCID 6658510892.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of 1.24 g (3.00 mmol) of 2-tert-butyl 8-ethyl 6-cyano-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxylate in 15 ml of a mixture of ethanol, water and tetrahydrofuran (1:1:1) is added 0.086 g (3.6 mmol) of lithium hydroxide, and the mixture is heated at 60° C. for 1 day. The mixture is then taken up in 60 ml of dichloromethane and is acidified by addition of aqueous 1N sulfuric acid. The organic phase is separated out and dried over sodium sulfate, and the solvent is evaporated off under reduced pressure to give a solid, which is triturated in acetonitrile to give 1.07 g of 2-(tert-butyloxycarbonyl)-6-cyano-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylic acid in the form of a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233965B2
Source datasetuspto-grants-2016_01
ORD IDord-b2d52366d77648a88d2af9d8c3dc6dc4
Source noteuspto-grants-2016_01