Water → HCID 58712681, compound

Participants

Reaction Steps

To a suspension of (4-{[5-carbamoyl-2-(2-chloro-benzylamino)-pyridin-4-ylamino]-methyl}-cyclohexylmethyl)-carbamic acid tert-butyl ester (31 mg, 0.062 mmol) in CH2Cl2 at ambient temperature was added Burgess reagent (40 mg, 0. 168 mmol) in portions over 3 h. The resultant mixture was stirred at 25° C. for another 1 h and then water was added. The mixture was stirred for 20 min and extracted with CH2Cl2 (2×15 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica-gel column chromatography (hexanes/EtOAc, 2:1 v/v then EtOAc) to afford (4-{[2-(2-chloro-benzylamino)-5-cyano-pyridin-4-ylamino]-methyl}-cyclohexylmethyl)-carbamic acid tert-butyl ester as a white solid (12 mg, 40%).

Provenance & Evidence