alpha-Naphthyl isocyanate → HCID 70113234, compound

Participants

Reaction Steps

To a solution of 9.5 mg of 2-[(pyrrolidin-3-yl)-methylamino]-4-[benzimidazol-1-yl]pyrimidine (from EXAMPLE 12, step A) in 1 mL of CH2Cl2 was added 7.1 mg of naphthyl isocyanate. The mixture was stirred at room temperature overnight, then concentrated. The residue was purified by flash chromatography, eluting with a gradient system of 1:1 hexanes-acetone to 1:2 hexanes-acetone, to yield 7.3 mg of the title compound. 1H NMR (500 MHz, CDCl3): δ 8.63 (s, 1H), 8.38 (br s, 1H) 8.19 (d, J=7.8 Hz, 1H), 7.80-7.90 (m, 3H), 7.63 (d, J=8.0 Hz, 1H), 7.35-7.52 (m, 5H), 6.85 (d, J=5.0 Hz, 1H), 6.52 (s, 1H), 3.83 (br t, J=8.2 Hz, 1H), 3.56-3.80 (m, 4H), 3.45 (br t, J=8.0 Hz, 1H), 2.75-2.84 (m, 1H), 2.27 (br s, 1H), 1.62-2.00 (m, 2H).

Provenance & Evidence