Heterocyclic Building Blocks-piperidine

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.

The reaction flask is added to sodium hydroxide (10.0g, 250mmol), water and dissolved, make 10% of the solution, adding acetone to another reaction bottle 80g, the toluene sulfonyl chloride (38.13g, 200mmol), after stirring to dissolve, then adding 4-chloro pyrrolo pyrimidine (15.36g, 100mmol), stirring mixing, cooling to 0 C the following, dropping sodium hydroxide solution, the temperature is controlled at 5 C the following, completion of the dropping, heating, to control the temperature to 20-30 C stirring within the range of the reaction, to the reaction end after TLC monitoring, filtering, to get the product into the reaction bottle, adding water 200 ml, (3R, 4R)-cis-1-benzyl-4-methyl-3-methylamino-piperidine dihydrochloride (21.33g, 105mmol), stirring to dissolve, then adding potassium carbonate (82.93g, 600mmol), stirring, heating 95 C, TLC monitoring to the reaction end of the, cooling to 45-55C, by adding acetonitrile, preserving heat and stirring 1 hour, cooling to room temperature, crystallization, filtration, washing, the wet articles in added in the reaction bottle, adding dimethyl sulfoxide 250 ml, by adding 50% sodium hydroxide solution to 250 ml, stirring and heating 95 C, TLC monitoring to the reaction end rear, layered, water extraction once with dimethyl sulfoxide, merger dimethyl asian sulphone level, cooling to 75-85C, water slowly under stirring, the stirring cooling to room temperature, filtering, washing, 50% ethanol washing, filtering, drying, be [(3R, 4R) – 1 benzyl-4-methyl-piperidin-3-yl]-methyl-(7H-pyrrolo [2,3-d] pyrimidin-4-yl)-amine 25.83g, yield 77.0%, optical purity 99.8% (HPLC method).

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; Shandong Elohim Pharmaceutical Group Co., Ltd.; Liu, Xiaofeng; Sun, Yuanlong; Yang, Linlin; (12 pag.)CN105884781; (2016); 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.89895-06-7,1-(Piperidin-4-yl)ethanone hydrochloride,as a common compound, the synthetic route is as follows.,89895-06-7

Step 1 4-acetyl-1-(benzyloxycarbonyl)piperidine STR56 To a stirred solution of 4-acetylpiperidine hydrochloride (22.6 g, 0.138 mol) in saturated aqueous Na2 CO3 (100 mL), cooled to 5 C., was added benzyl chloroformate (23.6 mL, 0.166 mol) dropwise over 10-15 min. The resulting suspension was stirred for 1/2 hour and was filtered. The solid was recrystallized from hexane (200 mL) and ethyl acetate (20 mL) producing 30.5 g of the title compound as a white solid. M.P. 87-89 C.

As the paragraph descriping shows that 89895-06-7 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5792778; (1998); 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.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.

b) When eperisone hydrochloride is used as an organic amine compound: Indomethacin (358 mg, 1 mmol) and eperisone hydrochloride (395 mg, 1 mmol) were dissolved in methanol (3 mL), and 1N aqueous sodium hydroxide solution (1 mL) was added. The solution was concentrated under reduced pressure, 2-propanol (10 mL) was added, and the mixture was again concentrated under reduced pressure. 2-Propanol (10 mL) was added to the residue, and the resulting precipitate was filtered off. The filtrate was concentrated under reduced pressure to give an indomethacin-eperisone salt as a yellow starch syrup-like viscous liquid. This product showed an infrared absorption spectrum similar to the above-mentioned a)., 56839-43-1

As the paragraph descriping shows that 56839-43-1 is playing an increasingly important role.

Reference：
Patent; Medrx Co., Ltd.; EP2128123; (2009); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, [0308] Step d: To a stirred suspension of (2-isobutoxy-6- methylphenyl)hydrazine hydrochloride (8 g, 39.9 mmol) in EtOH (60 mL) and glacial acetic acid (12 mL, 208 mmol) was added tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (5 g, 22.3 mmol) at room temperature. The resulting mixture was stirred under reflux for 16 h. After removal of solvent under reduced pressure, the residue was dissolved in EtOAc and washed with aqueous NaOH (2 N), brine and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give l 3- amino-2-(2-isobutoxy-6-methylphenyl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridine-5(4H)- carboxylate . MS: (ES) m/z calculated for C22H33N4O3 [M + H]+ 401.2, found 401.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and ware proper personal protection equipment.

The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

280774-03-0, (1-Isopropylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A. 4-{5-[(3-Fluoro-phenyl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-1-methyl-1H-imidazol-2-yloxymethyl}-1-isopropyl-piperidine. To a 0 C. solution of (1-isopropyl-piperidin-4-yl)-methanol (1 equiv.) in THF (0.1 M) is added NaH (1.01 equiv.). The cooling bath is removed, and the reaction is warmed to rt. After 2 h, a solution of 5-[(3-fluoro-phenyl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-2-chloro-1-methyl-1H-imidazole (1.01 equiv.) in dry THF (0.6 M) is added. The reaction mixture is then heated to 60 C. Upon completion of the reaction, mixture is cooled to rt, poured into ice-cold water, and extracted with EtOAc. The combined organic extracts are dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to provide the crude material. The crude material is purified by chromatography or recrystallization

280774-03-0, As the paragraph descriping shows that 280774-03-0 is playing an increasingly important role.

Reference：
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32559-18-5, Methyl piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Piperidine-2-carboxamide. A mixture of methyl pipecolinate hydrochloride (15.0 g, 83 mmol, Aldrich) and 8% aqueous solution of ammonium hydroxide (150 mL) was stirred for 18 h at room temperature. The white precipitate was filtered and the filter cake was washed with water, and dried under vacuo to give the title compound. MS (ESI, pos. ion) m/z: 129 (M+1).

32559-18-5, 32559-18-5 Methyl piperidine-2-carboxylate hydrochloride 13246231, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Norman, Mark H.; Pettus, Liping H.; Wang, Xianghong; Zhu, Jiawang; US2006/58308; (2006); 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 suspension of trimethylsulfoxonium iodide (35.20 g, 0.16 mol) in t-BuOH (150 mL) was added t-BuOK (17.95 g, 0.16 mol) at 50C , the mixture turned to a cloudy suspension. The mixture was stirred at the same temperature for 1.5h. Compound 5-C (14.90 g, 64 mmol) was then added at that temperature and the mixture stirred at 50C for another 48h. The reaction mixture was cooled to room temperature and partitioned between saturated aqueous NH4CI and EtOAc. The organic phase was separated, dried (MgS04), filtered and concentrated under reduce pressure. The residue obtained was purified silica gel columnchromatography (EtOAc/Pet ether=1/6) to give (2.0 g, 1 1 %) as colorless oil. The structure was confirmed by LC-MS and H-NMR spectra. TLC: Rf=0.52 silica gel EtOAc/Pet ether=1/1 LC-MS : 262 ([M+1]+), H-NMR: 7.33 (m, 5H), 5.14 (s, 2H), 4.66 – 4.43 (m, 2H), 3.82 (d, J = 13.0 Hz, 1 H), 3.67 – 3.07 (m, 3H), 2.37 (m, 2H), 1.99 – 1.35 (m, 4H).

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

Reference：
Patent; YM BIOSCIENCES AUSTRALIA PTY LTD; BURNS, Christopher John; WO2014/32; (2014); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Ethyl-3-amino-4-(2-substituted amino)benzoate, 3 (1 mmol) and various sodium bisulfite adducts, 4 (1.5 mmol) were dissolved in DMF (5 mL). The reaction mixture was stirred at 90 C under N2 atmosphere for 24-48 h. After completion of reaction (evident by TLC), the reaction mixture was diluted in ethyl acetate (25 mL) and washed with water (10 mL×3). The organic layer was collected, dried over Na2SO4 and evaporated under reduced pressure to afford crude products. Final compounds 5-7 were obtained in 38-90% yields after recrystallization from ethanol or column purification.

10338-57-5, 10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yoon, Yeong Keng; Ali, Mohamed Ashraf; Wei, Ang Chee; Choon, Tan Soo; Ismail, Rusli; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 614 – 624;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

916078-39-2, Methyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,916078-39-2

To a solution of oxalyl chloride (4.1 mL, 8.2 mmol) in dichloromethane (4 mL) at -78 C. was added dropwise a solution of dimethylsulfoxide (1.2 mL, 16.4 mmol) in dichloromethane (4 mL). After stirring for 5 min, a solution of 4-hydroxymethyl-piperidine-1-carboxylic acid methyl ester (1.3 g, 7.5 mmol) in dichloromethane (5 mL) was added. The resulting solution was stirred for another 5 min, then triethylamine (5.2 mL, 37.3 mmol) was added and the mixture allowed to warm to -10 C. After stirring for 1 h, dichloromethane (100 mL) was added, and the organic layer was washed with 1M aqueous phosphoric acid, 1M aqueous sodium hydroxide, and brine. The solution was dried over sodium sulfate then evaporated to afford the title intermediate as a wheat colored oil (1.0 g, 5.8 mmol, 78%). 1H NMR (300 MHz, DMSO-d6): delta (ppm) 1.36 (m, 2H), 1.83 (m, 2H), 2.48 (br m, 1H), 2.93 (br t, 2H), 3.56 (s, 3H), 3.80 (br d, 2H), 9.56 (s, 1H).

The synthetic route of 916078-39-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Theravance, Inc.; US2006/270652; (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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

A solution of tert-butyl 2-oxopiperidine-1-carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41.5 mmol) was added. The mixture was stirred at -78 C. for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2Cl2 (200 mL×2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc=5:1) to give compound tert-butyl 2-oxo-3-(phenylselanyl)piperidine-1-carboxylate (4.27 g, 45%) as an orange solid., 85908-96-9

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem