HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)piperidin-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-piperidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)piperidin-2-one | HCID 59631061 | — |
| Reactant | 6'-Morpholino-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine] | HCID 67284705 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 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-piperidinone | HCID 67284542 | — |
Reaction Steps
Prepared according to procedure Y using 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)piperidin-2-one (45.0 mg, 0.130 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-piperidinone. 1H NMR (400 MHz, chloroform-d) δ ppm 7.58 (1H, t, J=2.3 Hz), 7.55 (1H, d, J=9.4 Hz), 6.89-7.07 (1H, m), 5.55-6.01 (1H, m), 3.98-4.39 (4H, m), 3.46-3.93 (7H, m), 2.88-3.26 (4H, m), 2.54-2.72 (2H, m), 1.92-2.47 (8H, m), 1.61-1.90 (4H, m). Mass Spectrum (ESI) m/e=550.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c8bea63fc5d74bc2804991847e0d054d |
| Source note | uspto-grants-2014_07 |