Category: 141699-59-4

New learning discoveries about 141699-59-4

141699-59-4 tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate 4184869, 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.141699-59-4,tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of 4-bromo-pyrazole (10.44 g, 71.03 mmol) in anhydrous DMF (96 mL), cooled to 0¡ã C., was slowly added NaH (60percent in mineral oil) (3.13 g, 78.133 mmol). The solution was stirred for 1 hour at 0¡ã C. 4-Methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester (19.82 g, 71.03 mmol) was added slowly and the reaction was heated to 100¡ã C. overnight or until consumption of the pyrazole by NMR. The reaction was cooled to room temperature and water added (20 mL) followed by extraction with EtOAc. The combined extracts were washed with saturated aqueous NaCl (4*20 mL), dried with Na2SO4 and concentrated to afford 4-(4-bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester as an orange oil. The oil was purified using silica gel chromatography eluding with 10percent EtOAc/hexanes to 25percent EtOAc/hexanes to provide 4-(4-bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester as a white solid (10.55 g, 45percent yield) with a Rf=0.4 (25percent EtOAc/hexanes, using iodine as the stain). 1H NMR (CDCl3, 400 MHz) delta 7.46 (s, 1H), 7.43 (s, 1H), 4.23 (m, 3H), 2.88 (m, 2H), 2.10 (m, 2H), 1.88 (m, 2H), 1.47 (s, 9H)., 141699-59-4

141699-59-4 tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate 4184869, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 141699-59-4

141699-59-4, As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141699-59-4,tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

2.08 kg of cesium carbonate,0.78 kg of 4-bromopyrazole was dissolved in 4 liters of N-methylpyrrolidone,Heated to 80 degrees,A 5 liter solution of N-methylpyrrolidone was added to 1.8 kg of compound (CZT-7)Reaction for 12 hours.Cooled to room temperature,Add 50 litersMethyl tert-butyl etherwith50 liters of water,Stir for 1 hour.After dispensing,The organic phase was washed with 20 liters of * 4 water and dried 50percentLiter of hexane and stirred at room temperature for 2 hours. Filtered and dried to give 1.35 kg of compound (CZT-8) in a yield of 77percent

141699-59-4, As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

Reference£º
Patent; Shanghai Aikangrui Pharmaceutical Technology Co., Ltd.; Fan Linfeng; Zhu Yangwei; Xu Zhonghui; Zhang Changxuan; Shi Peng; Qiu Aiyun; (11 pag.)CN106317024; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 141699-59-4

The synthetic route of 141699-59-4 has been constantly updated, and we look forward to future research findings.

141699-59-4, tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. To a cold solution (0 ¡ãC) of 4-bromo-lH-pyrazole (14.9 g, 0.10 mol) in 80 mL of dichloromethane was added sodium hydride (8.13 g, 0.20 mol) portion wise. The mixture was stirred at 0 ¡ãC for 1 hour, followed by the addition of a solution of tert-butyl 4-((methylsulfonyl)oxy)piperidine-l-carboxylate (34.0 g, 0.12 mol) in 30 mL of N,N-dimethylformamide. The resulting mixture was heated at 110 ¡ãC overnight. Purification by column chromatography afforded tert-butyl 4-(4-bromo-lH- pyrazol-l-yl)piperidine-l-carboxylate as a yellow oil in 58percent yield (19.5 g). 1H NMR (400 MHz, CDC13) delta 7.48 (s, 1H), 7.44 (s 1H), 4.35-4.20 (m, 3H), 2.95-2.85 (m, 2H), 2.15-2.05 (m, 2H), 1.92-1.81 (m, 2H), 1.48 (s, 9H)., 141699-59-4

The synthetic route of 141699-59-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIGNALCHEM LIFESCIENCES CORPORATION; ZHANG, Zaihui; WO2015/81257; (2015); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 141699-59-4

As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

141699-59-4, tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-butyl 4-(4-iodo-1H-pyrazol-1-yl)piperidine-1-carboxylate (3) NaH (1.2 eq., 0.68 mmol) was added portionwise to a stirred solution of 4-iodopyrazole (0.57 mmol) in DMF (2 L) at 4 C. The resulting mixture was stirred for 1 hour at 4 C. and 4-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester, compound 2 (1.1 eq., 0.63 mmol) was then added. The resulting mixture was heated to 100 C. for 12 h. The reaction was quenched with H2O and extracted with EtOAc several times. The combined organic layers were dried, filtered, and concentrated to afford an orange oil. The residue was purified by silica gel chromatography (eluting with 5% EtOAc in pentane) to give compound 3 as a white solid (140 g, 66%).

As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; Christensen, James Gail; Zou, Yahong; (37 pag.)US2016/206608; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 141699-59-4

As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141699-59-4,tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

NaH (1.2 eq., 0.68 mmol) was added portionwise to a stirred solution of 4-iodopyrazole (0.57 mmol) in DMF (2 L) at 4C. The resulting mixture was stirred for 1 hour at 4C and compound 23-4 (1.1 eq., 0.63 mmol) was then added. The resulting mixture was heated to 100C for 12 h. The reaction was quenched with H2O and extracted with EtOAc several times. The combined organic layers were dried, filtered, and concentrated to afford an orange oil. The residue was purified by silica gel chromatography (eluting with 5% EtOAc in pentane) to give compound 23-1 a as a white solid (140 g, 66%).

As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2006/21881; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem