HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 50940109, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 63408830 | HCID 63408830 | — |
| Reactant | 3,3-Dimethyl-6-morpholinoindoline | HCID 67284858 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 50940109 | HCID 50940109 | — |
Reaction Steps
Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.2 g, 0.86 mmol), 4,6-dichloro-2,3,8-trimethylquinoline (0.413 g, 1.72 mmol), cesium carbonate (0.561 g, 1.72 mmol), Pd2(dba)3 (0.079 g, 0.086 mmol) and (±) BINAP (0.084 g, 0.129 mmol) in 1,4-dioxane (2 mL). After purification by HPLC 6-chloro-4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-2,3,8-trimethylquinoline was obtained. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.56-7.60 (2H, m), 7.05 (1H, d, J=8.3 Hz), 6.25 (1H, dd, J=8.1, 2.2 Hz), 5.44 (1H, d, J=2.2 Hz), 3.68 (1H, m), 3.58 (4H, m), 2.85 (5H, d, J=4.9 Hz), 2.71 (6H, d, J=13.2 Hz), 2.20 (3H, s), 1.42 (6H, d, J=17.9 Hz). Mass Spectrum (ESI) m/e=436 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-0c31c310f3484b408ae7ce22895fd905 |
| Source note | uspto-grants-2014_07 |