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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905930Generated: October 27, 2026

Ethylenediamine → 1-(cis-2-methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea

https://huagongshe.com/reaction/905930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-(cis-2-methyl-cyclohexyl)-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-ureaHCID 67385099—
SolventDimethylformamideHCID 6228—
Product1-(cis-2-methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-ureaHCID 4623578431.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-(cis-2-methyl-cyclohexyl)-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea (0.3 g, 0.7 mmol), tetrabutyl ammonium fluoride (1 M in THF, 4.6 mL, 4.6 mmol) and ethylene diamine (0.46 mL, 4.2 mmol) in 5 mL of N,N-dimethylformamide was stirred at 80° C. for 20 h, then concentrated. The resulting residue was triturated in methanol, and solid was isolated by filtration, washing with ether, and dried to afford 0.060 g (30%) of 1-(cis-2-methyl-cyclohexyl)-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012974B2
Source datasetuspto-grants-2011_09
ORD IDord-aa7b4597554d4a3580659aa8c539e797
Source noteuspto-grants-2011_09