Brief introduction of 4897-50-1

The synthetic route of 4897-50-1 has been constantly updated, and we look forward to future research findings.

4897-50-1,4897-50-1, 4-Piperidinopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 101: 2-{[(5E)-2-(l,2-diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5- ylidene]methyl}-5-fluorophenyl 4-(piperidin-l-yl)piperidine-l-carboxylate dihydrochloride; To a solution of 4-piperidinepiperidine (2.O g, 11.9 mmol) in anhydrous CH2Cl2 (50 mL) at 0 0C was added a triphosgene solution (1.3 g, 4.3 mmol) in anhydrous CH2Cl2 (10 mL)by syringe pump addition (1 hour). The mixture was stirred at room temperature overnight. The solid material was removed by filtration. The mixture was extracted with 10% NaHCO3 (2 x 50 mL) and brine (1 x 50 mL). The organic phase was dried over MgSO4, filtered, evaporated, and dried in vacuo, affording the 4-piperidinopiperidinecarbonyl chloride (1.6 g, 59%). The product was used without further purification.To a mixture of (5Z)-2-(l,2-diazinan-l-yl)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]- 4,5-dihydro-l,3-thiazol-4-one (1.0 g, 3.3 mmol) in anhydrous acetonitrile (15 mL) was added potassium carbonate (900 mg, 6.6 mmol), followed by a solution of 4- piperidinopiperidinecarbonyl chloride (1.07 g, 4.6 mmol) in anhydrous acetonitrile (5 mL). The reaction mixture was stirred at reflux for 60 hours. After cooling the mixture to room temperature, the solid material was removed by filtration. The filtrate was recovered and evaporated under reduced pressure. The crude product was purified by flash chromatography (Combiflash Rf, 0-20% MeOH/CH2Cl2). The residue was triturated with diethyl ether (50 mL x 2). The solid material was recovered by filtration and dried in vacuo, affording 2-{[(5E)-2-(l,2- diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5-ylidene]methyl}-5-fluorophenyl 4-(piperidin-l- yl)piperidine-l-carboxylate (954 mg, 57%).To a mixture of 2-{[(5E)-2-(l,2-diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5- ylidene]methyl}-5-fluorophenyl 4-(piperidin-l-yl)piperidine-l-carboxylate (954 mg, 1.9 mmol) in methanol (5 mL) was added a solution of 4M HCl/ dioxane (3 mL, 12.0 mmol). The resultant solution was filtered, and the filtrate was recovered and evaporated. The solid was triturated with diethyl ether (50 mL). The solid material was recovered by filtration and dried in vacuo, affording the final compound (931mg, 91%). 1H NMR (400 MHz, DMSO-J6) 1-45 (m, IH), 1.81 (m, HH), 2.16 (m, 2H), 2.96 (m, 5H), 3.15 (m, IH), 3.44 (m, 3H), 3.88 (m, 2H), 4.11 (m, IH), 4.35 (m,lH) 6.17 (t, IH, J= 6.7 Hz), 7.32 (m, 2H), 7.47 (s, IH), 7.67 (t, IH, J= 6.3 Hz); M+ 502. HPLC purity: 99.1%.

The synthetic route of 4897-50-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHLORION PHARMA, INC.; WO2009/97695; (2009); A1;,
Piperidine – Wikipedia
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