HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-((7-Fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)-2-pyridinecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-Chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline | HCID 59631075 | — |
| Reactant | 3-Amino-5-morpholinopicolinonitrile | HCID 59631262 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-((7-Fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)-2-pyridinecarbonitrile | HCID 50905498 | — |
Reaction Steps
Prepared according to general Procedure K using 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (93 mg, 0.34 mmol), 3-amino-5-morpholinopicolinonitrile (70 mg, 0.34 mmol) and a 4.0M solution of HCl in dioxane (0.08 mL, 0.34 mmol) in NMP (1.0 mL) and heating in the microwave for 2 h at 150° C. After purification 3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)-2-pyridinecarbonitrile was obtained. 1H NMR (400 MHz, chloroform-d) δ ppm 8.74 (1H, dt, J=3.1, 1.6 Hz), 7.76-8.00 (5H, m), 7.31-7.49 (2H, m), 6.46 (1H, s), 5.92 (1H, d, J=2.3 Hz), 3.68-3.84 (4H, m), 3.00-3.19 (4H, m), 2.42 (3H, s). Mass Spectrum (ESI) m/e=441.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940724B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-4f81b015f0ff47c9873fc49bf31e4655 |
| Source note | uspto-grants-2015_01 |