Cyclohexyl isocyanate → 1-cyclohexyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea

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Reaction Steps

5-(2-Trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine (1.32 g, 4.99 mmol) was dissolved in toluene (50 mL). Cyclohexylisocyanate (6.4 mL, 49.9 mmol) was added and the reaction mixture was heated to reflux for 88 hr, cooled to RT, and concentrated, and purified by SiO2 chromatography (150 g SiO2, DCM/MeOH 0 to 5% MeOH) to give 2.67 g of impure 1-cyclohexyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea as a yellow solid (31% yield).

Provenance & Evidence