alpha-Naphthyl isocyanate → HCID 70138068, compound

Participants

Reaction Steps

To a suspension of 15 mg of 2-[(piperidin-3-yl)-methylamino]-4-[benzimidazol-1-yl]pyrimidine (from EXAMPLE 6) in 2 mL of THF was added 11 mg of naphthyl isocyanate. The mixture was stirred at room temperature for 2 days, then concentrated. The residue was purified by flash chromatography, eluting with a gradient system of 2:1 CH2Cl2-acetone to 1:1 CH2Cl2-acetone, to yield 12 mg of the title compound. 1H NMR (500 MHz, CDCl3): δ 8.56 (s, 1H), 8.25 (br s, 1H) 8.14 (d, J=8.0 Hz, 6.69 (d, J=5.3 Hz, 1H), 4.04 (br s, 1H), 3.85 (br d, J=1.7 Hz, 1H), 3.40-3.55 (m, 2H), 3.12 (br s, 1H), 3.05 (br t, J=9.6 Hz, 1H), 2.36 (br s, 1H), 1.90-2.10 (m, 2H), 1.74-1.85 (m, 1H), 1.56-1.68 (m, 1H), 1.42 (ddt, J=3.9, 10.1, 10.1 Hz, 1H).

Provenance & Evidence