With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.
A round bottom flask was charged with pyridazin-3 -amine (10.11 mg, 0.106 mmol) and DMSO (0.204 ml) to give a solution. (P)-perfluorophenyl l-(5-fluoro-2-methoxy- 4-(3,3,3-trifluoropropyl)phenyl)-2-oxo-l,2-dihydroquinoline-6-sulfonate (0.050 g, 0.082 mmol) and THF (0.613 ml) were added. The flask was cooled in an ice-bath for 5 minutes, then LHMDS (1M in THF) (0.188 ml, 0.188 mmol) was added dropwise. The reaction was stirred for 15 minutes. The reaction was diluted with ethyl acetate and washed twice with IN HC1 solution. The organic layer was washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (RediSep Gold 40g, gradient elution 10-75% [3: 1 EtOAc/EtOH]: Heptane) to afford (P)-l-(5-fluoro-2-methoxy-4- (3,3,3-trifluoropropyl)phenyl)-2-oxo-N-( yridazin-3-yl)-l,2-dihydroquinoline-6-sulfonamide (0.036 g, 0.069 mmol, 84 % yield) as a white solid. NMR (400 MHz, DMSO-i) delta = 2.62 – 2.79 (m, 2 H) 2.89 – 3.04 (m, 2 H) 3.66 (s, 3 H) 6.67 (d, J=8.86 Hz, 1 H) 6.76 (d, J=9.59 Hz, 1 H) 7.30 – 7.40 (m, 2 H) 7.68 (dd, J=9.43, 3.73 Hz, 1 H) 7.84 (d, J=7.98 Hz, 1 H) 7.93 (d, J=9.23 Hz, 1 H) 8.18 (d, J=9.64 Hz, 1 H) 8.25 – 8.38 (m, 2 H) 14.49 (br. s., 1 H). m/z (ESI) 523.0 (M+H)+., 5469-70-5
The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; AMGEN INC.; WEISS, Matthew; MILGRAM, Benjamin C; MARX, Isaac E.; DINEEN, Thomas; (63 pag.)WO2017/106871; (2017); A1;,
Pyridazine – Wikipedia
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