Tag: M.W:100-200

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

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

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

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

13096-31-6, 5-Hydroxypiperidine-2-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The upper step of the product (365.22g, 2 . 516 muM, 1 . 0eq.) dissolved in MeOH (3000 ml) in. under the ice-bath adds by dropsSOCl2(448.99g, 3.774mol, 1.5eq.)dropping process temperature can be raised to reflux, then completing, reflux 2h. LC – Ms detection reaction is complete; reducing pressure and solvent, a brown yellow liquid 489.81g, yield (theoretical): 100%. The crude product directly into the next step., 13096-31-6

13096-31-6 5-Hydroxypiperidine-2-carboxylic acid 151730, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Nanjing Furun Cade Biological Medicine Co., Ltd; Shi, Xiang; Liu, Guihua; Lian, Huawen; (18 pag.)CN106045999; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71985-80-3, EXAMPLE 234; J/V-r4-(6.6-Dimethyl-4-oxo-4.5.6.7-tetrahvdrori,31thiazolor5.4-clpyridin-2-ylV3.4- dihydro-2H- 1 ,4-benzoxazin-7-yl]- 1 -methylpiperidine-4-carboxamide; To a stirred solution of Example 233 (0.049 g, 0.15 mmol), 2-(lH-benzotriazol-l- yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (0.111 g, 0.29 mmol) and 1 -methyl – piperidine-4-carboxylic acid hydrochloride (0.034 g, 0.19 mmol) in DMF (0.5 mL) was added DIPEA (0.06 mL, 0.35 mmol). The reaction mixture was stirred at r.t. for 16 h. MeCN (1 mL) and water (1 mL) were added. The insoluble material was filtered, and the filtrate concentrated in vacuo. Purification by preparative etaPLC (Method 6) gave the title compound (0.035 g, 51%) as a yellow solid. deltaeta (CD3OD) 7.91 (IH, d, J9.0 Hz), 7.37 (IH, d, J 2.3 Hz), 7.11 (IH, dd, J 8.9 and 2.3 Hz), 4.40-4.30 (2H, m), 4.20-4.09 (2H, m), 3.62 (2H, d, J 12.6 Hz), 3.17-3.02 (2H, m), 2.92 (3H, s), 2.89 (2H, s), 2.76-2.60 (IH, m), 2.34-1.91 (4H, m), 1.39 (6H, s). Exchangeable protons were not observed. LCMS (ES+) 456.21 (M+H)+, RT 1.80 minutes (Method I).

The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB PHARMA S.A.; WO2008/1076; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The appropriate aldehyde derivative 15a, b(1 mmol) was added to a solution of the 6-(4-bromophenyl)-2-methylnicotinohydrazide 6 (0.31 g, 1 mmol) in absolute ethylalcohol (10 mL) and a catalytic amount of glacial acetic acid.The reaction mixture was heated under reflux for 4 h. Theformed precipitate was filtered off while hot, washed withmethanol, and finally crystallized from ethanol/dioxane togive the target compounds 16a, b., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Soliman, Dalia Hussein; Eldehna, Wagdy Mohamed; Ghabbour, Hazem Ahmed; Kabil, Maha Mamdouh; Abdel-Aziz, Marwa Mostafa; Abdel-Aziz, Hatem Abdel-Kader; Biological and Pharmaceutical Bulletin; vol. 40; 11; (2017); p. 1883 – 1893;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 10 (R)-1-(4-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-butyn-1-yl)-3-piperidinecarboxylic Acid A solution containing 5-propargyl-10,11-dihydro-5H-dibenzo[b,f]azepine (2.45 g, 10.5 mmol, prepared similarly as described in U.S. Pat. No. 3,354,178 (1967)), (R)-3-piperidinecarboxylic acid ethyl ester (1.7 g, 10.8 mmol), paraformaldehyde (0.65 g) and a trace of cuprous chloride in dioxane (25 ml) was heated at reflux temperature for 5 h and left standing overnight. The mixture was filtered and the solvent evaporated. The remaining oil was purified by column chromatography on silica gel (40 g) using chloroform as eluent, affording 3.5 g (83%) of (R)-1-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-butyn-1-yl)-3-piperidinecarboxylic acid ethyl ester. TLC: Rf=0.55 (SiO2:chloroform/ethanol/ammonium hydroxide=20:1:0.1)., 25137-01-3

The synthetic route of 25137-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Novo Nordisk A/S; US6569849; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

Step 1. Preparation of the tetramethylpiperidide solution. 1.9 mL (11.7 mmol; 3 eq. ) of 2,2, 6,6-tetramethylpiperidine was dissolved in 4 mL of anhydrous THF; the solution was cooled TO-80C and then 3.9 mL (9.8 mmol; 2.5 eq) of a 2.5 M solution BuLi in Hexane were added. The mixture was stirred for 2h at 0C.Step 1. Preparation of the tetramethylpiperidide solution. 1.9 mL (11.7 mmol; 3 eq. ) of 2,2, 6,6-tetramethylpiperidine was dissolved in 3 mL of anhydrous THF; the solution was cooled TO-80C and then 3.9 mL (9.8 mmol; 2.5 eq) of a 2.5 M solution BuLi in Hexane were added. The mixture was stirred for 2h at 0C.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.; WO2005/7603; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5773-58-0, 3-Methylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5773-58-0, 13.3: tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate; 6.8 g of 3-methylpiperidin-4-one, 16.7 ml of triethylamine, 19.6 g of di-t-butyl dicarbonate and 0.7 g of dimethylaminopyridine are placed in a mixture of 300 ml of THF and 30 ml of water. Stirring is maintained at ambient temperature for 18 h. After evaporation of the THF, the reaction medium is treated with a saturated aqueous potassium hydrogen sulphate solution to a pH of 1, and then extraction is carried out with ethyl acetate until the aqueous phase is completely depleted. The organic phase is then washed with a saturated aqueous potassium hydrogen sulphate solution, and then with a saturated aqueous sodium hydrogen carbonate solution and, finally, with a saturated aqueous sodium chloride solution. After drying over MgSO4 and concentration to dryness, the crude obtained is chromatographed on silica gel, elution being carried out with a 98/2 dichloromethane/methanol mixture. 10.3 g of tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate are obtained.

As the paragraph descriping shows that 5773-58-0 is playing an increasingly important role.

Reference：
Patent; SANOFI-AVENTIS; US2007/191364; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem