Diisopropylethylamine → 2-[(S)-1-(3-aminophenyl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine

Participants

Reaction Conditions

Reaction Steps

(S)-1-(3-aminophenyl)-1-aminoethane (23.7 mg) was dissolved in DMF (1 mL), diisopropylethylamine (90 μL) was added followed by 2-methylsulfonyl-4-[benzimidazol-1-yl]pyrimidine (43.2 mg). The resulting mixture was left heating at 100° C. for 65 h then cooled, concentrated in vacuo then the residue purified on silica gel twice (3% then 2% (2M NH3 in MeOH)/CH2Cl2) to yield 27.9 mg of the title compound (98%). 1H NMR (500 MHz, CDCl3, partial): δ 8.52 (br s, 1H); 8.39 (d, J=5.3 Hz, 1H); 7.83 (m, 1H); 7.36 (m, 2H); 7.18 (t, J=7.8 Hz, 1H); 6.84 (d, J=7.8 Hz, 1H); 6.77 (m, 2H); 6.61 (m, 1H); 1.61 (d, J=7.1 Hz, 3H).

Provenance & Evidence