HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67285088, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-chloro-3-methylquinoline | HCID 256888 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 3,3-Dimethyl-6-morpholinoindoline | HCID 67284858 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67285088 | HCID 67285088 | — |
Reaction Steps
Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.175 g, 0.754 mmol), 4-chloro-3-methylquinoline (0.134 g, 0.754 mmol), cesium carbonate (0.492 g, 1.5 mmol), Pd2(dba)3 (0.069 g, 0.075 mmol) and (±) BINAP (0.070 g, 0.113 mmol) in toluene (3 mL). After purification by HPLC 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-3-methylquinoline was obtained. 1H NMR (400 MHz, MeOH) δ ppm 8.82 (1H, s), 8.07 (1H, d, J=8.2 Hz), 7.94 (1H, d, J=8.2 Hz), 7.73 (1H, m), 7.55 (1H, t, J=7.6 Hz), 7.10 (1H, d, J=8.2 Hz), 6.39 (1H, dd, J=8.2, 2.0 Hz), 5.59 (1H, s), 3.79 (1H, m), 3.76 (1H, m), 3.68 (4H, m), 2.89 (4H, m), 2.37 (3H, s), 1.50 (3H, s), 1.46 (3H, s). Mass Spectrum (ESI) m/e=375 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d603d97b64a84a178d32d761c70ef51a |
| Source note | uspto-grants-2014_07 |