Analyzing the synthesis route of 141943-04-6

141943-04-6 1-Benzylpiperidine-3-carboxylic acid 16244010, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141943-04-6,1-Benzylpiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

(c) Synthesis of N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide To a solution of 1-benzyl-3-piperidinecarboxylic acid (1.37 g, 6.23 mmol) in N,N-dimethylformamide (28 ml) were added p-aminobenzamide (0.92 g, 6.54 mmol), triethylamine (1.3 ml, 9.33 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.79 g, 9.34 mmol) and 1-hydroxybenzotriazole monohydrate (0.93 mg, 6.88 mmol) at room temperature, and stirred overnight. Then, the reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol = 95/5) to obtain N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide (551 mg, 26%). Melting point: 211-212C., 141943-04-6

141943-04-6 1-Benzylpiperidine-3-carboxylic acid 16244010, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 141943-04-6

As the paragraph descriping shows that 141943-04-6 is playing an increasingly important role.

141943-04-6, 1-Benzylpiperidine-3-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.)., 141943-04-6

As the paragraph descriping shows that 141943-04-6 is playing an increasingly important role.

Reference:
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 141943-04-6

141943-04-6, The synthetic route of 141943-04-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141943-04-6,1-Benzylpiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Triethylamine (0.38 ml, 2.73 mmol) and diphenylphosphoryl azide (0.692 g, 2.52 mmol) were added to a solution of 1-benzyl-3-piperidinecarboxylic acid (0.501 g, 2.28 mmol) in toluene (10 ml), and the resulting mixture was stirred for 2 hours with heating under reflux. The solvent was distilled off under reduced pressure and a solution of the resulting residue in tert-butanol (10 ml) was stirred for 4 hours with heating under reflux. The solvent was distilled off under reduced pressure and a 1N-aqueous sodium hydroxide solution was added to the residue, followed by extraction with ethyl acetate (three times). The extract solution was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a silica gel chromatography (eluent: hexane/ethyl acetate = 5/1) to obtain tert-butyl 1-benzyl-3-piperidinylcarbamate (0.475 g, 72%).

141943-04-6, The synthetic route of 141943-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem