1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one → 1-(5,7-difluoro-3-methyl-4-(6'-(4-morpholinyl)-2,3,5,6-tetrahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridin]-1'(2'H)-yl)-2-quinolinyl)-2-pyrrolidinone

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Reaction Steps

Prepared according to procedure Y using 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one (60.0 mg, 0.180 mmol) and 6′-morpholino-1′,2,2′,3,5,6-hexahydrospiro[pyran-4,3′-pyrrolo[3,2-b]pyridine] in toluene to give 1-(5,7-difluoro-3-methyl-4-(6′-(4-morpholinyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[3,2-b]pyridin]-1′(2′H)-yl)-2-quinolinyl)-2-pyrrolidinone. 1H NMR (400 MHz, chloroform-d) δ ppm 7.61 (1H, d, J=2.3 Hz), 7.49 (1H, ddd, J=9.4, 2.5, 1.4 Hz), 6.95 (1H, ddd, J=11.8, 8.9, 2.5 Hz), 5.86 (1H, d, J=2.2 Hz), 4.19-4.31 (1H, m), 4.02-4.19 (4H, m), 3.84 (1H, d, J=9.2 Hz), 3.70-3.78 (4H, m), 3.56 (2H, qd, J=11.5, 2.5 Hz), 2.94-3.12 (4H, m), 2.64 (2H, t, J=8.0 Hz), 2.24-2.40 (4H, m), 2.17 (3H, s), 1.82 (1H, d, J=13.5 Hz), 1.69 (1H, dd, J=13.9, 2.2 Hz). Mass Spectrum (ESI) m/e=536.2 (M+1).

Provenance & Evidence