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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652052Generated: October 27, 2026

Dimethylformamide → 5,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochloride

https://huagongshe.com/reaction/652052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant8-Chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromideHCID 13578027—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
Product5,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochlorideHCID 20199049—

Reaction Steps

A suspension of 4.5 g. of 8-chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromide in 190 ml. of dimethylformamide was treated with 3.4 g. of triethylamine and 1 g. of 5% palladium-on-carbon. This mixture was hydrogenated at room temperature at 60 psi for about 75 minutes. The catalyst was removed by filtration and the solvent was removed in vacuo. During the course of solvent removal a precipitate occurred which was removed by filtration. The precipitate was triturated with chloroform and the residue was suspended in methanolic hydrogen chloride. After stirring for a period of time, the methanol was removed by evaporation and the resulting solid was collected with acetone by filtration affording 2.1 g. of the desired title product, M+ =307.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04670445
Source datasetuspto-grants-1987_06
ORD IDord-9af6c0cbe47d477ca2ca0c0cec731a0a
Source noteuspto-grants-1987_06