HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)piperidin-2-one → 1-(4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-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 | 4-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)-morpholine | HCID 67284499 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-2-quinolinyl)-2-piperidinone | HCID 50939467 | — |
Reaction Steps
Prepared according to procedure Y using 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)piperidin-2-one (53.0 mg, 0.150 mmol) and 4-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)morpholine in toluene to give 1-(4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-2-quinolinyl)-2-piperidinone. 1H NMR (400 MHz, chloroform-d) δ ppm 7.60-7.69 (1H, m), 7.50-7.59 (1H, m), 6.89-7.09 (1H, m), 6.06 (1H, d, J=2.0 Hz), 4.21-4.36 (1H, m), 4.00 (1H, d, J=8.8 Hz), 3.68-3.92 (4H, m), 3.50-3.68 (2H, m), 3.11 (3H, dd, J=5.9, 3.7 Hz), 2.92-3.06 (2H, m), 2.52-2.70 (2H, m), 1.94-2.18 (6H, m), 1.49-1.64 (6H, m). Mass Spectrum (ESI) m/e=508.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c2cd44df6b584137abb7f8f198e5d93f |
| Source note | uspto-grants-2014_07 |