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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618707Generated: November 2, 2026

Toluene → 1-(5,7-difluoro-3-methyl-4-(6-(4-morpholinyl)-2',3',5',6'-tetrahydrospiro[indole-3,4'-pyran]-1(2H)-yl)-2-quinolinyl)-2(1H)-pyridinone

https://huagongshe.com/reaction/1618707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyridin-2(1H)-oneHCID 59631139—
Reactant6'-Morpholino-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine]HCID 67284705—
Product1-(5,7-difluoro-3-methyl-4-(6-(4-morpholinyl)-2',3',5',6'-tetrahydrospiro[indole-3,4'-pyran]-1(2H)-yl)-2-quinolinyl)-2(1H)-pyridinoneHCID 67284979—

Reaction Steps

Prepared according to procedure Y using 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyridin-2(1H)-one (35.0 mg, 0.100 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[indole-3,4′-pyran]-1(2H)-yl)-2-quinolinyl)-2(1H)-pyridinone. 1H NMR (400 MHz, chloroform-d) δ ppm 8.41-8.47 (1H, m), 7.94-8.01 (1H, m), 7.74 (1H, d, J=2.3 Hz), 7.35 (1H, ddd, J=7.4, 5.0, 0.9 Hz), 7.27-7.32 (2H, m), 6.94 (1H, ddd, J=12.5, 8.6, 2.5 Hz), 6.03 (1H, d), 4.08-4.22 (3H, m), 4.01-4.06 (1H, m), 3.72-3.81 (4H, m), 3.37-3.57 (2H, m), 3.13 (4H, dd, J=6.2, 3.8 Hz), 2.52-2.69 (2H, m), 2.38 (3H, s), 1.72-1.93 (2H, m). Mass Spectrum (ESI) m/e=

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-8da1e5f845674c02bd58cf1f32885d51
Source noteuspto-grants-2014_07