Ethylenediamine → 1-cyclohexyl-3-(6-methyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea

Participants

Reaction Conditions

Reaction Steps

1-Cyclohexyl-3-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea (56 mg, 0.139 mmol) was dissolved in a solution of HCl in AcOH (1M, 2.8 mL), and heated at 50° C. in the sealed tube overnight. The reaction mixture was concentrated to dryness, dissolved in 1.5 mL of MeOH:H2O:Et3N 8:1:1 and ethylenediamine (93 ul, 1.39 mmol) was added. The reaction mixture was stirred overnight, concentrated and purified by and purified by SiO2 chromatography (8 g SiO2, DCM/MeOH 0-5% MeOH) to give 12 mg of 1-cyclohexyl-3-(6-methyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea as a white solid (32% yield).

Provenance & Evidence