With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7149-42-0,(1-Methylpiperidin-4-yl)methanamine,as a common compound, the synthetic route is as follows.
7149-42-0, (Z)-4-(((l -Acetyl-6-(methoxycarbonyl)-5-methyl-2-oxoindolin-3-ylidene) (phenyl)methyl)ami no)benzoic acid, trifluoroacetate adduct (Intermediate E) (75 mg,0.128 mmol) and HATU (73.2 mg, 0.192 mmol) in DMF (2 mL) were stirred at rt for 10 mm.Then Hunig?s base (179 p1, 1.02 mmol) and (1-methylpiperidin-4-yl)methanamine (32.9 mg,0.257 mmol) in DMF (0.2 mL) were added. The mixture was stirred at rt for 16 h. Piperidine(127 p1, 1.28 mmol) was added. The mixture was stirred at RT for 4 h and the reaction mixture was partitioned between DCM (25 mL) and saturated aqueous NaHCO3 solution (10 mL). The organic layer was washed with brine (10 mL) and the solvent was evaporated under reduced pressure. The crude product was purified by preparative HPLC (Method A, 20-50% MeCN in water) to afford the title compound (Z)-methyl 5-methyl-3-(((4-(((1 -methyl piperidin-4-yl)methyl)carbamoyl) phenyl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate, formate as a light yellow solid (19 mg, 25%); Rt 1.55 mm (Method 1); mlz 539 (M+H) (ES); 1H NMR O: 1.11-1.28 (2H, overlapping m), 1.53 (1H, m), 1.60-1.73 (2H, overlapping m), 2.13 (3H, 5), 2.15-2.24 (2H, overlapping m), 2.34 (3H, 5), 2.89-3.00 (2H, overlapping m), 3.09 (2H, t), 3.75 (3H, 5), 5.61 (1H, 5), 6.87 (2H, m), 7.36 (1H, 5), 7.52 (2H, m), 7.58-7.69 (5H, overlapping m),8.17 (1H, 5), 8.36 (1H, t), 10.88 (1H, 5), 12.23 (1H, 5).
7149-42-0 (1-Methylpiperidin-4-yl)methanamine 81574, apiperidines compound, is more and more widely used in various fields.
Reference£º
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (110 pag.)WO2017/153748; (2017); A1;,
Piperidine – Wikipedia
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