HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyridin-2(1H)-one | HCID 59631139 | — |
| Reactant | 6'-Morpholino-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine] | HCID 67284705 | — |
| Product | 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 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8da1e5f845674c02bd58cf1f32885d51 |
| Source note | uspto-grants-2014_07 |