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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1631542Generated: October 26, 2026

4,5-dihydro-1H-imidazol-2-ylamine tosylate → 3,5-diamino-6-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)pyrazine-2-carboxamide

https://huagongshe.com/reaction/1631542

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,5-dihydro-1H-imidazol-2-ylamine tosylateHCID 286531—
ReactantSodiumHCID 5360545—
Reactant1-(Tert-butylcarbamoyl)prop-1-en-2-yl 3,5-diamino-6-chloropyrazine-2-carboxylateHCID 54016794—
SolventIsopropanolHCID 3776—
Product3,5-diamino-6-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)pyrazine-2-carboxamideHCID 20358343—

Reaction Steps

A mixture of 4,5-dihydro-1H-imidazol-2-ylamine tosylate (1.69 g; 6.57 mmol) and sodium (119 mg; 5.19 mmol) in 2-propanol (20 ml) is refluxed for 30 min. 1-(tert-Butylcarbamoyl)prop-1-en-2-yl 3,5-diamino-6-chloropyrazine-2-carboxylate (example 2) (0.900 g; 2.75 mmol) is added and the mixture is refluxed for further 60 min. The precipitate formed is filtered off with suction, suspended in water, filtered off again and dried at 50° C. to yield the title compound (C8H10ClN7O).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791260B2
Source datasetuspto-grants-2014_07
ORD IDord-9d84f6855c8c4888a9fb35bf6340170b
Source noteuspto-grants-2014_07