Downstream synthetic route of 116574-71-1

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step F Preparation of 3-(methanesulfonyloxymethyl)-N-(tertbutoxycarbonyl)-piperidine 3-Hydroxymethyl-N-(tert-butoxycarbonyl)-piperidine (4.3 g, 20 mmol) was dissolved in dichloroethane (50 mL) with Proton Sponge.(R). (6.08 g, 28.3 mmol). Triflic anhydride (4.94 g, 28.4 mmol) was dissolved in dichloroethane (50 mL) and added dropwise to this solution. The reaction was stirred for 3 days, quenched with water (100 mL), the layers separated, and the combined organics washed with 1N HCl, water, bicarbonate, water, and brine. The solution was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford 3-(methanesulfonyloxymethyl)-N-(tertbutoxycarbonyl)-piperidine (6 g) as a yellow oil. NMR (CDCl3): 1.39, m (1H); 1.42, s (9H); 1.65, m (2H); 1.85, m (2H); 2.77, m (1H); 2.89, t (1H); 2.99, s (3H); 3.81, m (1H); 3.92, m (1H); 4.06, m (2H). Mass Spec (EI): 316.10 (M+Na).

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Bristol-Myers Squibb Pharma Company; US6416733; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 116574-71-1

As the paragraph descriping shows that 116574-71-1 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.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound A1 generates A2 catalyzed by di-tert-butyl dicarbonate.Under the catalysis of oxalyl chloride and diisopropylethylamine,Under ultra-low temperature conditions,The mixture of dimethyl sulfoxide and methylene chloride reacts to form A3.And then in the al and a2 catalysis under the reflux of ethanol in hydrochloric acid to produce A4,A4 generates A5 at room temperature in aqueous sodium hydroxide solution.A6 is refluxed at room temperature in a solution of sodium borohydride in ethanol,In dichloromethane,The formation of A7 is catalyzed by a3, 1-hydroxybenzotriazole and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide.A8 is formed in dichloromethane with trifluoroacetic acid,A9 catalyzes the formation of A9 in dichloromethane.

As the paragraph descriping shows that 116574-71-1 is playing an increasingly important role.

Reference£º
Patent; Han Bing; Wang Shuang; Wang Lan; (14 pag.)CN104119339; (2018); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

Downstream synthetic route of 116574-71-1

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.116574-71-1,tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride (67 mg, 1.67 mmol) was added to tert-butyl 3- (hydroxymethyl)piperidine- 1 -carboxylate (CAS: 116574-71-1; 300 mg, 1.4 mmol) in DMF (10 mL) at 0 ¡ãC. The mixture was allowed to warm to rt and it was further stirred for 30 mm. Then the mixture was cooled again to 0 ¡ãC and 4-bromo-2,6- dimethylpyridine (CAS: 5093-70-9; 285.2 mg, 1.53 mmol) was added. The mixture was stirred at rt overnight. Water was added and the mixture was extracted withEtOAc. The organic layer was dried over MgSO4, filtered and evaporated under vacuum. The residue thus obtained was purified by flash column chromatography (Si02 EtOAc in heptane, 0/100 to 80/20) and the desired fractions were concentrated in vacuo affording intermediate 22 (65 mg, 16percent yield).

116574-71-1 tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate 2763851, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; ALCAZAR-VACA, Manuel, Jesus; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ZHANG, Wei; CHEN, Gang; (212 pag.)WO2018/109202; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem