Hydrochloric Acid → 1-(7-Fluoro-3-methyl-2-(4-pyridinyl)-4-quinolinyl)-6-(4-morpholinyl)-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-pyran]

Participants

Reaction Steps

Prepare according to procedure L using 4-chloro-7-fluoro-3-methyl-2-(pyridin-4-yl)quinoline (60 mg, 220 μmol), 6-morpholino-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran] (60 mg, 220 μmol) and a 4.0M solution of HCl in 1,4-dioxane (0.05 mL, 0.22 mmol). After purification 1-(7-fluoro-3-methyl-2-(4-pyridinyl)-4-quinolinyl)-6-(4-morpholinyl)-1,2,2′,3′,5′,6′-hexahydrospiro[indole-3,4′-pyran] was obtained as a yellow film. 1H NMR (500 MHz, chloroform-d) δ ppm 8.80 (2H, dd, J=4.3, 1.8 Hz), 7.74-7.92 (2H, m), 7.49-7.62 (2H, m), 7.25-7.32 (1H, m), 7.15 (1H, d, J=8.1 Hz), 6.36 (1H, dd, J=8.2, 2.3 Hz), 5.60 (1H, d, J=2.2 Hz), 4.01-4.08 (2H, m), 3.95 (2H, s), 3.74 (4H, t, J=5.1 Hz), 3.49-3.63 (2H, m), 2.90-3.03 (4H, m), 2.28 (3H, s), 2.10-2.22 (2H, m, J=14.2, 14.2, 12.0, 4.6 Hz), 1.85-1.93 (1H, m), 1.74-1.82 (1H, m). Mass Spectrum (ESI) m/e=511 (M+1).

Provenance & Evidence