Acetyl chloride → HCID 86716124, compound

Participants

Reaction Steps

A mixture of 2,4-dichloro-3-phenylquinolin-6-yl)(piperidin-3-yl)pyridin-3-ylmethanol•TFA (19 mg, 0.027 mmol, Example 93), acetyl chloride (10 mg, 0.13 mmol), and Et3N (0.030 mL, 0.22 mmol) in CH2Cl2 (1 mL) was stirred overnight and concentrated. The residue was purified by reverse phase HPLC (water/acetonitrile/0.1% TFA) to provide the title compound as a white solid. 1H NMR (400 MHz, MeOH-d4) δ 9.06-9.14 (m, 1H), 8.67-8.77 (m, 3H), 8.02-8.20 (m, 2H), 7.96 (dd, J=5.56, 8.08 Hz, 1H), 7.46-7.58 (m, 3H), 7.30-7.38 (m, 2H), 4.48-4.63 (m, 1H), 3.94 (d, J=13.14 Hz, 0.6H), 3.65 (d, J=9.60 Hz, 0.4H), 2.88-3.16 (m, 2H), 2.45-2.67 (m, 1H), 2.10 (s, 2H), 1.90 (s, 1H), 1.49-1.88 (m, 4H); MS m/e 506.1 [M+H]+.

Provenance & Evidence