HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-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-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one | HCID 59631073 | — |
| 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-pyrrolidinone | HCID 67285241 | — |
Reaction Steps
Prepared according to procedure Y using 1-(4-bromo-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidin-2-one (55.0 mg, 0.160 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-pyrrolidinone. 1H NMR (400 MHz, chloroform-d) δ ppm 7.67 (1H, d, J=2.3 Hz), 7.54 (1H, ddd, J=9.2, 2.4, 1.3 Hz), 7.05 (1H, ddd, J=12.3, 8.6, 2.5 Hz), 6.14 (1H, d, J=2.2 Hz), 4.26-4.41 (1H, m), 4.07-4.12 (1H, m), 4.04 (1H, d, J=9.2 Hz), 3.69-3.83 (5H, m), 3.12-3.18 (4H, m), 2.63-2.71 (2H, m), 2.27-2.40 (2H, m), 2.18 (3H, s), 1.70 (3H, s), 1.67 (3H, s). Mass Spectrum (ESI) m/e=494.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-a25ee3e8b4e24c6eb4cd8d0d1d8f437a |
| Source note | uspto-grants-2014_07 |