HCID 70123251, compound → 2-[1-(4-(Tert-butyloxycarbonyl)-piperazine-2-yl)-ethylamino]-4-(benzimidazol-1-yl)-pyrimidine

Participants

Reaction Steps

A solution of 2-[1-(1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonyl)-piperazin-2-yl)-ethylamino]-4-(benzimidazol-1-yl)-5-bromopyrimidine (83 mg) in 1 mL of iPrOH was stirred over Pd(OH)2/C (75 mg) under an H2 atmosphere (balloon) for 2 days, then filtered through Celite®, washing liberally with MeOH, and concentrated. The residue was dissolved in 10 mL of 0.2 N HCl and washed with 2×5 mL of CH2Cl2. The aqueous phase was basified (pH>1 1) with 1N NaOH and extracted with 4×10 mL of EtOAc. The combined organics were dried over Na2SO4 and concentrated, and the residue was purified by preparative thin-layer chromatography, eluting with 9:1 CH2Cl2—MeOH to provide 17 mg of the title compound. Mass spectrum (ESI) 368.3 (M−tBu).

Provenance & Evidence