Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2,5-Dimorpholinobenzenamine | HCID 28809815 | — |
| Reactant | HCID 59631282 | HCID 59631282 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59631590 | HCID 59631590 | — |
Reaction Steps
Prepared according to Procedure K, Method 1 using 4,7-dichloro-2-(2-fluorophenyl)-3-methylquinoline (125 mg, 408 μmol), 2,5-dimorpholinobenzenamine (108 mg, 408 μmol) and 4N hydrochloric acid solution in dioxane (0.10 mL, 408 μmol) in MeOH (3.00 mL) to afford product as a colorless solid after purification by chromatography on silica gel, eluting with MeOH gradient in DCM. 1H NMR (400 MHz, chloroform-d) δ ppm 8.02 (1H, d, J=2.3 Hz), 7.72 (1H, d, J=9.0 Hz), 7.46 (1H, td, J=7.4, 2.0 Hz), 7.26-7.40 (2H, m), 7.17-7.25 (1H, m), 7.13 (1H, s), 7.02-7.10 (1H, m), 6.98 (1H, d, J=8.6 Hz), 6.31 (1H, dd, J=8.6, 2.7 Hz), 5.91 (1H, br. s.), 3.77 (4H, t, J=4.7 Hz), 3.59-3.68 (4H, m), 2.91 (4H, br. s.), 2.74-2.87 (4H, m), 2.06 (3H, d, J=2.0 Hz). Mass Spectrum (ESI) m/e=533.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940724B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-05f4c96099ef4a5681d30c85de984a55 |
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| Source note | uspto-grants-2015_01 |
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