Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

(3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride 234g (0.79 mol), 3000 ml of purified water was added to a 5 L reaction flask.177 g (1.61 mol) of potassium carbonate was added thereto with stirring, and then 150 g (0.79 mol) of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine was added thereto, and the mixture was heated to 98-102 C to stir the reaction.After reacting for 10 h, the temperature was lowered to 20-25 C, stirred for 4 h, filtered, and washed with 750 ml of purified water.Drying at 60-65 C to give an off-white solid ((3R,4R)-1-benzyl-4-methyl-piperidin-3-yl)-methyl-(2-Chloro-7H-pyrido[2,3-d]pyrimidin-4-yl)amine 276.1 g, yield 93.6%., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Hunan Tiandi Hengyi Pharmaceutical Co., Ltd.; Wang Hengxin; Zeng Weiqiang; Cheng Xueqing; (6 pag.)CN108640923; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.

6m) (R)-1-(8-methyl-2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate A solution of 80 mg (0.16 mmol) (R)-1-carboxy-2-(8-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 51 mg (0.16 mmol) TBTU, 42 muL (0.30 mmol) triethylamine and 29 mg (0.16 mmol) 1-methyl-4-piperidin-4-yl-piperazine in 1 mL DMF was stirred overnight at RT. The reaction mixture was purified by HPLC, the fractions containing the product were combined and lyophilised. Yield: 60 mg (57percent of theory) ESI-MS: (M+H)+=675 retention time (HPLC): 5.0 min (method A), 53617-36-0

The synthetic route of 53617-36-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); 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.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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

B. Synthesis of l-benzylpiperidine-4-carboxylic acid hydrochloride; [0096] Methyl l-benzylpiperidine-4-carboxylate (11.6 g, 50 mmol) was refluxed with 6N HCl (140ml) overnight. The reaction mixture was concentrated to remove water. The residue compound (l-benzylpiperidine-4-carboxylic acid hydrochloride, 12 g) was obtained by heating and drying under vacuum in the oven.

10315-06-7, 10315-06-7 Methyl 1-benzylpiperidine-4-carboxylate 11436222, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; NEUROMED PHARMACEUTICALS LTD.; WO2008/31227; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

72551-53-2, A mixture of 2,3-pyridinediamine (321 mg, 2.95 mmol), ethyl l-benzyl-3- piperidinecarboxylate (CAS: 72551-53-2; 850 mg, 2.98 mmol) and polyphosphoric acid (5 mL) was stirred at 180 C for 16 h. Then the mixture was cooled to rt. Water was added and the mixture was stirred at 50 C until it became homogeneous. This mixture was then cooled to room temperature and aqueous NaOH (3N) was added until pH = 8 was reached. Then EtOAc was added and the organic layer was separated, dried over Na2S04, filtered and the filtrate was evaporated in vacuo. The resultant oil was purified by flash column chromatography (silica; 7M solution of ammonia in MeOH in EtOAc 0/100 to 10/90). The desired fractions were concentrated in vacuo to yield intermediate 29 as yellow oil (430 mg, 50% yield).

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ALCAZAR-VACA, Manuel, Jesus; (126 pag.)WO2018/109198; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (80 mg, 0.420 mmol) was dissolved in dichloromethane (4 ml_). Then, triethylamine (0.1 17 ml_, 0.839 mmol) was added followed by 4-[(trifluoromethyl)oxy]benzenesulfonyl chloride (0.078 ml_, 0.462 mmol). After stirring for 20 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-({4-[(trifluoromethyl)oxy]- phenyl}sulfonyl)-2,7-diazaspiro[4.5]decan-1 -one (93 mg, 0.241 mmol, 57% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1.34 – 1 .47 (m, 2 H) 1.51 – 1 .64 (m, 1 H) 1.66 – 1.73 (m, 1 H) 1.90 – 1 .99 (m, 1 H) 2.00 – 2.08 (m, 1 H) 2.18 – 2.26 (m, 2 H) 3.19 (t, J=6.91 Hz, 2 H) 3.30 (s, 1 H) 3.62 (d, J=1 1 .35 Hz, 1 H) 7.64 (dd, J=8.85, 0.90 Hz, 2 H) 7.76 (s, 1 H) 7.86 – 7.90 (m, 2 H). MS ES+ve m/z 379 (M+H)., 1187173-43-8

1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); 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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To the mixture of Zn (4.64 g, 70.99 mmol) in dioxane (50 mL) under N 2 atmosphere was added tert-butyl 4-vinylpiperidine-1-carboxylate (5.0 g, 23.66 mmol) at 20C. Then CCl 3COCl (6.45 g, 35.49 mmol) was added at 20C. The mixture was stirred at 20C for 12 hours. To the reaction mixture was added aq. NaHCO 3 (50 mL) at 0C. Then the mixture was extracted with EA (50 mL5) and the combine organic phase was dried over anhydrous Na 2SO 4 and concentrated. The residue was purified by column chromatography (SiO 2, PE/EA = 50/1 to 20/1). Tert-butyl 4- (2, 2-dichloro-3-oxocyclobutyl) piperidine-1-carboxylate (3.0 g) was obtained. 1H NMR (400 MHz, CDCl 3) delta ppm: 4.05 -4.21 (m, 2 H) 3.04 -3.27 (m, 2 H) 2.77 (br, 2 H) 2.60 (q, J = 10.4 Hz, 1H) 2.03 -2.10 (m, 1H) 1.84 -1.97 (m, 1H) 1.52 -1.63 (m, 1H) 1.46 (s, 9 H) 1.16 -1.41 (m, 3 H)., 180307-56-6

As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4629-78-1, 3-Methylpiperidin-4-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

methyl 6-r(1-methylethyl)sulfonyll-3-r(3-methyl-4-oxo-1-piperidinyl)methyll-2-r3- (trifluoromethyl)phenyll-4-quinolinecarboxylateA suspension of methyl 3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.25 g, 2.77 mmol), V-bromosuccinimide (0.641 g, 3.60 mmol), and benzoyl peroxide (0.067 g, 0.277 mmol) in carbon tetrachloride (27 ml) was heated to 100C for 19 h. The mixture was cooled to room temperature, and the solvent was removed under reduced pressure. The residue was suspended in acetonitrile (20 mL), and 3-methyl-piperidin-4-one hydrochloride (0.497 g, 3.32 mmol) and A/, V-diisopropylethylamine (1.209 mL, 6.92 mmol) were added. The mixture was stirred at room temperature for 22 h. The solvent was removed under reduced pressure, and the residue was diluted with 10% Na2C03. The aqueous mixture was extracted with ethyl acetate (2 x 25 mL). The combined organic extracts were dried over Na2S04, filtered, and concentrated in vacuo. The crude residue was loaded onto florisil and purified using silica gel chromatography (ISCO, 12 g silica, 5-40% ethyl acetate/hexanes, 12 g silica) to afford methyl 6-[(1-methylethyl)sulfonyl]-3-[(3-methyl-4-oxo-1-piperidinyl)methyl]-2-[3- (trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.24 g, 76% yield). 1H NMR (400 MHz, DMSO- d6) 58.35 – 8.41 (m, 2H), 8.22 (dd, J = 2.01 , 8.81 Hz, 1 H), 8.03 (s, 1 H), 7.93 (t, J = 8.94 Hz, 2H), 7.75 – 7.82 (m, 1 H), 4.08 (s, 3H), 3.82 (s, 2H), 3.65 (quin, J = 6.74 Hz, 1 H), 2.87 (dd, J = 5.04, 10.07 Hz, 2H), 2.22 – 2.47 (m, 3H), 2.06 (d, J = 13.60 Hz, 1 H), 1.92 – 2.01 (m, 1 H), 1.23 (s, 3H), 1.21 (s, 3H), 0.77 (d, J = 6.55 Hz, 3H); MS (m/z) 563.1 (M+H+)., 4629-78-1

The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M.; HILFIKER, Mark, A.; MANAS, Eric, S.; YE, Guosen; WO2011/119701; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 133 (l-r2-(‘lH-Indazol-4-v?-4-morpholin-4-yl-thieno^3.2-dlpyrimidin-6-ylmethyll- piperidin-4-yU-(2-methoxy-ethyl)-miazol-2-ylmethyl-amine.Via [l-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-(2-methoxy-ethyl)-thiazol-2-ylmethyl-amine, prepared from (2- methoxy-ethyl)-piperidin-4-yl-thiazol-2-ylmethyl-amine.Amine preparation: 4-(2-Methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (465mg) and 2-thiazolecarboxaldehyde (19OuI) were stirred in dry 1,2-dichloroethane (5mL)for 1 h. Next were added acetic acid (1 eq.) and sodium triacetoxyborohydride (458mg). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-thiazol-2-ylmethyl-amino]-piperidine-l-carboxylic acid tert-buty ester (574mg). Treatment of this compound with HCl in DCM/MeOH and basic wash with sodium hydrogen carbonate yielded the desired amine. 1H NMR (400MHz, CDCl3) 1.62-1.73 (2H, m), 1.81-1.88 (2H, m), 2.06-2.14 (2H, m), 2.60-2.68 (IH, m), 2.88 (2H, t, J=6.4Hz), 3.02-3.08 (2H, m), 3.30 (3H, s), 3.49 (2H, t, J=6.4Hz), 3.82 (2H, s), 3.92-3.96 (4H, m), 4.10 (2H, s), 4.10-4.14 (4H, m), 7.22 (IH, d, J=3.2), 7.35 (IH, s), 7.51 (IH, t, J=8.0Hz), 7.59 (IH, d, j=8.3), 7.72 (IH, d, j=3.2), 8.29 (IH, d, J=6.6Hz), 9.03 (IH, s), 10.10 (IH, br); MS (ESI+) 605 (MH+).

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); 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.56839-43-1,1-(4-Ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

56839-43-1, Example 1 – Preparation of substantially enantiopure crystalline hydrochloride salts of eperisone[0082] Raceniic eperisone hydrochloride was separated into substantially enantiopure fractions of eperisone free base using ehiral chromatography. The isocratic supercritical fluid chromatography method used a mobile phase composed of liquid CO2 with a 5% eosolvent mixture of 50:50 methanol :isopropanol containing 2% isopropylamine. The column was a Chiralpak AD-H in a 3.0 x 25 cm format with a total mobile phase flow of 80 g/minute. Chromatography of 51.1 g of racemic eperisone hydrochloride afforded solutions of two fractions (Fraction 1 was earlier eluting; Fraction 2 was later eluting). Each solution was dried by rotary evaporation to give solids of each substantially pure enantiomer as the free base. Contaminating isopropylamine was removed from each fraction by adding acetonitrile to the solid and drying by rotary evaporation to remove the acetonitrile-isopropylamine azeotrope and acetonitrile. Each fraction consisted of white, waxy solids, which were dissolved in acetonitrile. Each acetonitrile solution was cooled with stirring in an ice bath and treated with a slowly bubbled stream of hydrochloride gas for 5 minutes. Rotary evaporation to remove acetonitrile yielded substantially pure, crystalline eperisone hydrochloride of each enantiomer as white powders. The yield of each fraction and enantiomeric purity of each fraction as determined by ehiral HPLC are shown in the following table;Analytical data were obtained on the final products: the XRPD patterns were as shown in FIGS. IA and IB, the DSC thermogram was as shown in FIG. 4, the 1H-NMR spectrum was as shown in FIGS. 7A-7G, the TGA profile was as shown in FIG. 10, and the Raman spectra were as shown in FIGS. 13A and 13B. In aeetonitrile, the solubility of the substantially enantiopure crystalline eperisone hydrochloride was determined to be greater than 11 mg/mL, calculated based on the total solvent used to give a solution. The optical rotation of substantially enantiopure eperisone hydrochloride fraction Fl was measured and the specific rotation calculated: (c 1.05, aeetonitrile). The optical rotation of substantially enantiopure eperisone hydrochloride fraction F2 was measured and the specific rotation calculated: (c 1.05, aeetonitrile).

56839-43-1 1-(4-Ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one hydrochloride 123698, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BIONEVIA PHARMACEUTICALS, INC.; KALOFONOS, Isabel; STAHLY, G., Patrick; MARTIN-DOYLE, William; KALOFONOS, Dimitris; HANKO, Jason, A.; STULTS, Jeffrey, S.; KIPLINGER, Jeffrey, P.; WO2010/17135; (2010); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem