Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 50940334 | HCID 50940334 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 50939992 | HCID 50939992 | — |
Reaction Steps
A solution of 4-(1-(6-chloro-2,3-dimethylquinolin-4-yl)-3,3-dimethylindolin-6-yl)morpholine (10 mg, 0.024 mmol) in MeOH (3 mL) was purged with N2. After the mixture was purged a catalytical amount of triethylamine and Pd/C (0.003 g, 0.002 mmol) were added. The resulting mixture was stirred at rt for 2 h under a hydrogen atmosphere. After this time the reaction mixture was filtered through a pad of Celite™ and the solvent was evaporated in vacuo to give 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-2,3-dimethylquinoline. 1H NMR (500 MHz, chloroform-d) δ ppm 8.06 (1H, br. s.), 7.73 (1H, d, J=8.3 Hz), 7.58 (1H, t, J=7.6 Hz), 7.33 (1H, t, J=7.6 Hz), 6.99 (1H, d, J=8.1 Hz), 6.23 (1H, d, J=7.1 Hz), 5.45 (1H, s), 3.63 (6H, m), 2.86 (4H, m), 1.43 (6H, m). Mass Spectrum (ESI) m/e=388 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765940B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-4d70d623638f4ee4b0101e1c56d41005 |
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| Source note | uspto-grants-2014_07 |
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