Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

25137-01-3, A mixture of 2-(3-(3-methylphenyl)-3-phenyl-2-propen-1-yl-oxy)ethanol (16 g, 60 mmol) and triethylamine (15.1 g, 149 mmol) in dry toluene (75 ml) kept under a nitrogen atmosphere was cooled to 5 C. and a solution of methanesulphonyl chloride (13.7 g, 119 mmol) in dry toluene (75 ml) was added dropwise keeping the temperature below 10 C. When addition was complete the reaction mixture was stirred for 1.5 h at 5 C. Water was added (100 ml) and the mixture was stirred at room temperature for 0.5 h. The phases were separated and the aqueous phase was extracted with a small portion of toluene. The combined organic extracts was washed with brine, dried (Na2SO4) and filtered. To the filtrate was added ethyl (R)-3-piperidinecarboxylate (10.3 g, 66 mmol) and potassium carbonate (9.9 g, 72 mmol) and the mixture was heated at reflux temperature for 6 days. Another portion of ethyl (R)-3-piperidinecarboxylate (5.3 g) was added and the mixture was heated at reflux temperature for another 24 h. The reaction mixture was poured into ice water (200 ml) and extracted with ethyl acetate (2*200 ml). The combined organic extracts was washed with a sodium citrate buffer solution (2*100 ml, pH 5) and then extracted with a 5% aqueous citric acid solution (4*30 100 ml). Toluene (120 ml) was added to the combined acidic extracts and sodium hydroxide pellets was added to the mixture until the pH was measured at 8.5. The phases were separated and the organic phase was dried (Na2SO4). The solvent was evaporated in vacuo to give 9.4 g (39 %) of (R)-N-(2-(3-(3-methylphenyl)-3-phenyl-2-propen-1-yloxy)ethyl)-3-piperidinecarboxylic acid ethyl ester as an oil. TLC: rf=0.50 (SiO2; dichloromethane/methanol/acetic acid=20:2:1).

As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; Novo Nordisk A/S; US6174898; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

To a solution of benzyl 3-oxopiperidine-1-carboxylate (30 g, 129 mmol) inMeOH (130 mL) and H20 (l7OmL) was added (NH4)2C03 (24.8 g,258 mmol) and KCN (16.7g, 258mmo1). The solution was stirred at 40 C in a sealed tube for 48 h,and then the resulting solid was filtered and washed with water(1 L). The benzyl 2,4-dioxo- 1,3 ,7-triazaspiro [4.51 decane7-carboxylate was obtained and dried in vacuo.1H NMR (400 MHz, CD3OD) 3 7.35 (br. s.,5H),5.14 – 5.07 (m, 2H), 4.60 (br. s., 1H), 3.84 (br. s., 1H), 3.49 – 3.34 (m,1H), 3.25 – 3.10 (m, 1H),2.20 – 1.93 (m, 1H), 1.92 – 1.53 (m, 3H) ppm.

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

149554-03-0, tert-Butyl 2-(4-oxopiperidin-1-yl)acetate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Example 1.2.7 (0.055 g,), tert-butyl 2-(4-oxopiperidin-1-yl)acetate (0.014 g) and sodium triacetoxyborohydride (0.019 g) was stirred in dichloromethane (0.5 mL) at room temperature. After stirring for 2 hours, trifluoroacetic acid (0.5 mL) was added to the reaction, and stirring was continued overnight. The reaction was concentrated, dissolved in N,N- dimethylformamide (1.5 mL) and water (0.5 mL) and purified by reverse phase HPLC using a Gilson system, eluting with 10-80% acetonitrile in water containing 0.1% v/v trifluoroacetic acid. The desired fractions were combined and freeze-dried to provide the title compound. 1H NMR (501 MHz, dimethyl sulfoxide-d6) delta ppm 12.85 (s, 1H), 8.80 (s, 2H), 8.03 (d, 1H), 7.80 (d, 1H), 7.62 (d, 1H), 7.55-7.41 (m, 3H), 7.36 (q, 2H), 7.29 (s, 1H), 6.96 (d, 1H), 4.96 (s, 2H), 4.07 (s, 2H), 3.89 (t, 2H), 3.83 (s, 2H), 3.66-3.55 (m, 4H), 3.30 (s, 1H), 3.08 (s, 4H), 3.02 (t, 2H), 2.22 (d, 2H), 2.10 (s, 3H), 1.97-1.78 (m, 2H), 1.44 (s, 2H), 1.31 (q, 4H), 1.20-0.96 (m, 6H), 0.87 (s, 6H). MS (ESI) m/e 887.3 (M+H)+., 149554-03-0

As the paragraph descriping shows that 149554-03-0 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23499-01-6,1-(4-Nitrophenyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

In a 500 mL three-necked flask equipped with mechanical stirrer and oil bath, the toluene solution(about 400 mL) containing virtually 120.5 g intermediate(VI), 80 mL triethyl amine, 5.3 g dimethylaminopyridine(DMAP) are added. Under stirring at 25-30 0C, 57 mL acetic anhydride are added in 30 min. It is stirred at 25 0C for2.5 hours. Once the conversion was complete (monitored byGC analysis) , the mass is quenched by adding about 30 mL of 5% sodium bicarbonate aqueous solution. The phases are divided, and the organic phase is washed with 2×20 mL of5% sodium bicarbonate aqueous solution. The combined aqueous phases are washed with 3×100 mL toluene. Finally, the combined organic phases are washed with 20 ml water. The organic phase is concentrated under reduced pressure. The obtained residue is taken up with 280 mL MTBE. It is heated to complete dissolution, then it is cooled at T. A. and then at 10 0C by stirring for 2 hours. The obtained crystal (the possible trans diastereoisomer remains almost completely dissolved in the mother liquors) is filtered off by washing with 2×30 mL of cold MTBE. The reaction is dried at 35 0C in a ventilated oven, thus obtaining 95 g of product as a white crystal. Total yield (3 steps) = 65.3%, equal to an average yield for each step of about 87%. GC titre: 99.7% (A%) ; trans diastereoisomer, about 0.02%.

23499-01-6, As the paragraph descriping shows that 23499-01-6 is playing an increasingly important role.

Reference：
Patent; F.I.S. FABBRICA ITALIANA SINTETICI S.p.A.; MOTTERLE, Riccardo; ARVOTTI, Giancarlo; BERGANTINO, Elisabetta; CASTELLIN, Andrea; FOGAL, Stefano; GALVAGNI, Marco; WO2010/100215; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 33A: (3-Bromo-2-fluorophenyl)(pyridazin-3-yl)methanol[00195] A solution of LTMP was prepared by reaction of 2,2,6,6-tetramethylpiperidine (0.151 mL, 0.896 mmol) in THF (5.6 mL) and n-butyllithium (0.358 mL, 0.896 mmol) at -30 C and then at 0 C for 30 min., 768-66-1

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

“BuLi (1.6 M solution in hexanes, 11.3 ml_) was added dropwise over 15 min to a solution of 2,2,6,6-tetramethylpiperidine (TMPH) (3.0 mL, 18 mmol) in 20 ml_ of hexanes at 0 C. After addition, formation of white precipitate was observed. The resulting mixture was stirred at 0 C for 30 min, warmed up to room temperature and stirred for additional 1 h. All volatiles were pumped off. The product was precipitated from pentane (30 mL) at -30 C, filtered off and dried in vacuum (1.48 g, 56%). 1H NMR (400 MHz; THF-d8; delta, ppm): 1.07 (br s, 12H); 1.20 (br m, 4H); 1.65 (br m, 2H). 3C{1H} NMR (100.6 MHz; THF-d8; delta, ppm): 36.4 (br s); 42.9 (br s); /joso-carbon and one CH2 were not observed due to broadening. 7Li NMR (155.5 MHz; THF-de; delta, ppm): -0.5 (br s).

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; UTI LIMITED PARTNERSHIP; PIERS, Warren Edward; KHALIMON, Andrey Yur’evich; VON MARWITZ, Adam John; WO2013/142956; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61995-20-8,61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzyl 3-oxopiperidine-1-carboxylate (28 g, 0.12 mol) and ethane-1,2-diol (16.8 mL, 0.3 mol) in toluene (300 mL) was added 4-methylbenzenesulfonic acid (2.3 g, 0.0 12 mol) in a flask equipped with a Dean-Stark trap. Then the reaction was heated to reflux overnight. After cooling to room temperature the mixture was washed with water (200 mL),satd.NaHCO3 (aq) (100 mL), water (100 mL) and brine (100 mL), and dried overNa2504.The solution was concentrated in vacuo to obtain a residue, which was purified by silica gel chromatography (PE:EtOAc= 3 :1) to provide benzyl 1,4-dioxa-7-azaspiro[4.Sjdecane-7- carboxylate. 1H NMR (400 MHz, DMSO-d6) = 7.44 – 7.27 (m, 5H), 5.08 (s, 2H), 3.95 – 3.79 (m, 4H), 3.43 – 3.29 (m, 4H), 1.73 – 1.65 (m, 2H), 1.64 – 1.55 (m, 2H) ppm.

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4, Methyl 4-(piperidin-4-yl)benzoate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

936130-82-4, Sodium triacetoxyborohydride (0.397 g, 1.88 mmol) was added portion-wise to acetaldehyde (0.168 mL, 3.00 mmol), methyl 4-(piperidin-4-yl)benzoate, HCl (0.192 g, 0.75 mmol) and sodium acetate (0.062 g, 0.75 mmol) in methanol (5 mL) at room temperature. The resulting solution was stirred at room temperature for 18 h. The reaction mixture was quenched with saturated NaHCO3 (3 mL) to pH7 and the crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford an oil. The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(1-ethylpiperidin-4-yl)benzoate (0.082 g, 44.2%) as a colourless oil. MS: m/z 248 (MH+).

The synthetic route of 936130-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, A suspension of LiAlH4 in dry Et2O was cooled in an ice bath, and a solution of1-Benzylpiperidine-4-carbonitrile in dry Et2O was added, dropwise at such a rate thatthe temperature was kept 0. The mixture was stirred 3h at room temperature, cooledin an ice bath, and quenched by adding water, 2M aqueous NaOH, and again water.And then purifying by silica gel as a light-yellow oil.

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Article; Cai, Pei; Fang, Si-Qiang; Yang, Hua-Li; Yang, Xue-Lian; Liu, Qiao-Hong; Kong, Ling-Yi; Wang, Xiao-Bing; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 161 – 176;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-92-3,1-Methylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

Different synthesis method 2,2,6,6-Tetramethylpyridine (9.0 ML) was dissolved in tetrahydrofuran (80 ML), and n-butyllithium (1.6 mol/L, 40 ML) was added dropwise under ice-cooling.. The mixture was stirred under ice-cooling for 30 min and cooled to -78C. A solution (80 ML) of N,N-diethyl-2-methylbenzamide (10 g) in tetrahydrofuran was added dropwise to the reaction solution, and the mixture was stirred at 0C for 1 hr.. The reaction solution was cooled to -78C, and a solution (80 ML) of 4-cyano-1-methylpiperidine (5.0 g) in tetrahydrofuran was added dropwise.. The reaction solution was warmed to room temperature as it was.. After the completion of the reaction, an aqueous potassium carbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate.. The organic layer was washed with saturated brine and then dried over magnesium sulfate.. The solvent was concentrated, and the precipitated crystals were washed with diisopropyl ether to give crude crystals of 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one.. The crude crystals were dissolved in 1 mol/L aqueous hydrochloric acid and neutralized with an aqueous potassium carbonate solution.. The precipitated crystals were collected by filtration to give 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one (5.3 g).. melting point: 255-257C. 1H-NMR(400MHz,DMSO-d6)delta: 1.60-1.69(2H,m), 1.86-1.94(4H,m), 2.19(3H,s), 2.34-2.41(1H,m), 2.82-2.91(2H,m), 6.36(1H,s), 7.41(1H,t,J=7Hz), 7.59(1H,d,J=7Hz), 7.63-7.67(1H,m), 8.12(1H,d,J=8Hz), 11.21(1H,BrS). MS(EI)242(M+).

20691-92-3, The synthetic route of 20691-92-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsubishi Pharma Corporation; EP1396488; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem