Acetonitrile → HCID 25269522, compound

Participants

Reaction Steps

A mixture of Example 5D (1.32 g, 4.72 mmol) and Example 1A (1.31 g, 4.72 mmol) in acetonitrile (16 mL) was heated at 150° C. in a microwave reactor for 20 minutes. The solution was cooled and concentrated, and the crude material was chromatographed on silica gel (1 to 20% methanol-CH2Cl2 eluant). The resulting crude product was further purified by trituration with 1:1 hexane-ether, which yielded 0.278 g (14% yield) of the title compound as an off-white solid. 1H NMR (300 MHz, DMSO-d6) δ 9.23 (s, 1H), 7.64-7.76 (m, 3H), 7.51 (m, 1H), 7.10 (t, J=7.8 Hz, 1H), 6.87 (m, 1H), 4.79 (d, J=4.0 Hz, 1H), 3.91 (m, 1H), 2.67-2.98 (m, 3H), 2.52 (m, 1H), 2.18 (s, 3H), 1.86 (m, 1H), 1.61 (m, 1H). MS (ESI+) m/z 407 (M+H)+, 429 (M+Na)+. Anal Calcd for C21H18F4N2O2: C, 62.07; H, 4.46; N, 6.89. Found: C, 61.90; H, 4.37; N, 6.85.

Provenance & Evidence