Hydrochloric Acid → HCID 57754519, compound

Participants

Reaction Steps

4-[1-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carbonyl]-benzaldehyde was synthesized analogous to example 10 with 90 mg (0.18 mmol) of 1-(6-Bromo-pyridin-2-ylmethyl)-3-(4-[1,3]dioxan-2-yl-benzoyl)-1H-quinolin-4-one, 4 mL of 4 N HCl in dioxane. The crude product obtained was used directly for next step with 84 mg (0.4 mmol) of sodium triacetoxyborohydride, 0.2 mL (2.0 M, 0.4 mmol) of methylamine in THF, 2 mL of DCM. The crude product was purified by flash chromatograph to yield 35 mg of colorless solid. LC-MSD, m/z for C24H20N3O2Br [M+H]+: 462.3, [M+2H]+: 463.3. Reverse phase HPLC gradient acetonitrile 0.1% TFA 20-95% in 4 min: 0.581 min.

Provenance & Evidence