Heterocyclic Building Blocks-piperidine

406212-51-9, 1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 4-hydroxypiperidine-3-carboxylate (3.18 g, 20 mmol), aqueous sodium hydrogen carbonate (30 mL, 1M), di-tert-butyl dicarbonate (4.37 g, 20 mmol) and dichloromethane (30 mL) was stirred for 15 hours. The phases were separated and dichloromethane phase was dried over anhydrous sodium sulfate and filtrated. The filtrate was diluted to 200 mL. To the resulted solution was added imidazole (1.64 g, 24 mmol), DMAP (0.488 g, 4 mmol), and TBDMSCl (3.62 g, 24 mmol) sequentially. The reaction mixture was stirred at room temperature for 40 hours. The mixture was washed with 1N HCl solution, NaHCO3 solution and brine sequentially and dried over anhydrous sodium sulfate. Filtration and concentration gave the crude compound which was used directly in the next step. MS (m/z): 274 (M-Boc+H)+., 406212-51-9

The synthetic route of 406212-51-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

To a solution of 91 (0.5 g, 4.1 mmol) in DMF (37 mL) was added diisopropylethylamine (2.54 mL, 14.6 mmol) 92 (0.5 g, 4.1 mmol) and PyBOP (2.53 g, 4.87 mmol). The mixture was stirred at rt for 17 h, TLC (MeOH) showed two major components. The reaction solution was diluted with water and the aquesous layer was extracted with EtOAc. The organic extracts were combined, dried (MgSO4), filtered and concentratetd in vacuo to afford an oil. The crude was purified by flash column chromatography to afford 93 (0.9 g, 90%).

71985-80-3 1-Methylpiperidine-4-carboxylic acid hydrochloride 2760043, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); 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

Reference Example 2 Oxalyl chloride (3.15 ml) was dissolved in 30 ml of dichloromethane, a solution of 3.20 ml of dimethyl sulfoxide in 6 ml of dichloromethane was added thereto at-70?C, the mixture was stirred for 15 minutes, a solution of 2.93 g of (1-isopropyl-4-piperidyl)methanol in 15 ml of dichloromethane was added thereto at -70?C and the mixture was stirred for 1 hour. After 12.5 ml of triethylamine were added at -70?C, the mixture was raised to room temperature, then water and a saturated aqueous solution of sodium hydrogen carbonate were added and the mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated in vacuo and ethyl acetate was added to the resulting residue. After removing the insoluble matter by filtration, the solvent was evaporated in vacuo to give 1.15 g of 1-isopropylpiperidine-4-carbaldehyde. This compound was used for the next reaction without purification.

280774-03-0, 280774-03-0 (1-Isopropylpiperidin-4-yl)methanol 11147855, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1336605; (2003); 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

Water (0.2 mL), paraformaldehyde (0.470 g, 15.64 mmol) and acetic acid (0.895 mL, 15.64 mmol) were added to a stirred suspension of 4-(4-(methoxycarbonyl)phenyl)piperidinium chloride (1 g, 3.91 mmol) in THF (20 mL) under nitrogen. Sodium cyanoborohydride (0.369 g, 5.87 mmol) was added portionwise over a period of 10 mins. The resulting mixture was stirred at 60 C. for 19 h. The reaction mixture was evaporated to dryness and mixed with water (20 mL) and 1M HCl (5 mL). The solution was washed with EtOAc (2×15 mL), basified with K2CO3 and extracted with EtOAc (2×15 mL). The organic layer was washed with saturated brine and dried over MgSO4, filtered and evaporated to afford pure methyl 4-(1-methylpiperidin-4-yl)benzoate (0.459 g, 50.4%)as a colourless oil which crystallised on standing. 1H NMR (399.9 MHz, DMSO-d6) delta 1.63-1.72 (2H, m), 1.73-1.77 (2H, m), 1.96-2.03 (2H, m), 2.21 (3H, s), 2.87-2.90 (2H, m), 3.85 (3H, s), 4.30-4.31 (1H, m), 7.40 (2H, d), 7.88-7.91 (2H, m)

936130-82-4, As the paragraph descriping shows that 936130-82-4 is playing an increasingly important role.

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

189321-63-9, 1-Boc-4-Methylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method W Preparation of 1-(4-methylpiperidin-4-yl)-5-(methylsulfonyl)-1H-benzimidazole Step 1: Preparation of tert-butyl 4 amino-4-methylpiperidine-1-carboxylate; To a solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (3.5 g) in anhydrous toluene (50 ml) was added diphenylphosphorylazide (3.72 ml) followed by triethylamine (2.4 ml) and the resulting mixture was heated to 100 C. for 90 minutes. The mixture was cooled, quenched with saturated sodium bicarbonate (20 ml). The organic layer was separated, dried and evaporated to dryness. The crude product was dissolved in tetrahydrofuran (50 ml) to which was added potassium trimethylsilanolate (4.1 g). The resulting mixture was stirred at room temperature for 48 hours. The reaction mixture was filtered, evaporated to 10 ml and poured directly onto an SCX-Silica bond elut. The product was eluted with 0.7M ammonia solution in methanol to give the title compound as an oil (2.83 g); M+H 159 (-tert-butyl); NMR (CDCl3) 1.2(s, 3H), 1.4(m, 4H) 1.5 (s, 9H), 3.4(m, 4H):

189321-63-9, As the paragraph descriping shows that 189321-63-9 is playing an increasingly important role.

Reference：
Patent; Faull, Alan; Tucker, Howard; US2007/167442; (2007); 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: Appropriate benzaldehyde (10 mmol) was dissolved in ethanol (20 mL). Sodium metabisulfite (15 mmol) in 5 mL water was added in portion over 5 min. The reaction mixture was stirred at room temperature for 1 h and subsequently stirred at 4 C overnight. The precipitate formed was filtered and dried to afford sodium bisulfite adducts (55%-90%).

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

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

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

General procedure: The reaction mixture containing 200 mM substrate, 1mM NAD+, 5% (v/v) 2-propanol and 10mg crude enzyme READH in 1mL potassium phosphate buffer (100mM, pH 7.0) was incubated at 50 C. For ChKRED20, 40% (v/v) 2-propanol and a reaction temperature of 40 C were applied instead. The reaction was monitored by TLC, and terminated by extracting with methyl tert-butyl ether (1 mL). The organic extract was dried over anhydrous sodium sulfate and concentrated. The samples were subjected to chiral HPLC to determine the conversion and enantiomeric excess. The products were purified by silica gel column chromatography, and identified by NMR analysis, optical rotation measurements and mass spectrometry.

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

Reference：
Article; Li, Chao; Liu, Yan; Pei, Xiao-Qiong; Wu, Zhong-Liu; Process Biochemistry; vol. 56; (2017); p. 90 – 97;,
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,768-66-1

2) Experimental Procedures and Analytical DataTypical Procedure 1: Preparation of the reagent TMPZnCl.LICl (2):A dry and argon flushed 250 mL Schlenk-flask, equipped with a magnetic stirrer and a septum, was charged with freshly 2,2,6,6-tetramethylpiperidine (10.22 mL, 60 mmol) dissolved in THF (60 mL). This solution was cooled to -40 C. and n-BuLi (2.4 M in hexane, 25 mL, 60 mmol) was dropwise added. After the addition was complete, the reaction mixture was allowed to warm up slowly to -10 C. for 1 h. ZnCl2 (1.0 M in THF, 66 mL, 66 mmol) was dropwise added and the resulting solution was stirred for 30 min at -10 C. and then for 30 min at 25 C. The solvents were then removed under vacuum affording a yellowish solid. Freshly distilled THF was then slowly added under vigorous stirring until the salts were completely dissolved. The freshly prepared TMPZnCl.LiCl (2) solution was titrated prior to use at 25 C. with benzoic acid using 4-(phenyiazo)diphenylamine as indicator. A concentration of 1.3 M in THF was obtained.Typical Procedure for the Zincation of Polyfunctionalized Aromatics and Heterocycles with TNIPZnCl.-LICl (TP 2):

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

Reference：
Patent; Knochel, Paul; Mosrin, Marc; US2011/288296; (2011); 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: To a solution of 2b (1.75 g, 10 mmol) and triethyl 4-phosphonocrotonate (3.3 mL, 15 mmol) in THF (40 mL), sodium hydride (60% dispersion in mineral oil, 800 mg, 20 mmol) was carefully added at 0 C under Ar. After the reaction mixture was stirred at ambient temperature for 3 h, the reaction was quenched by adding ethanol (1 mL) and water (20 mL), and the product was extracted with EtOAc (3 x 20 mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc [4:1]) to give 3b (1.9 g, 7.0 mmol, 70%) as yellow crystals., 10338-57-5

As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Kiyama, Masahiro; Iwano, Satoshi; Otsuka, Satoshi; Lu, Shijia W.; Obata, Rika; Miyawaki, Atsushi; Hirano, Takashi; Maki, Shojiro A.; Tetrahedron; vol. 74; 6; (2018); p. 652 – 660;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1245648-32-1, tert-Butyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium borohydride (71 mg, 1.87 mmol) was added at -10 °C to a solution of 1-boc-2-trifluoromethyl-piperidin-4-one (250 mg, 0.94 mmol) in MeOH (8 mL) and the reaction stirred at -10 °C for lh. Sat. aq. NH4CI (3 mL) was added, and the resulting mixture allowed to warm to RT. The MeOH was removed under reduced pressure, and the resulting aqueous layer extracted with DCM (4 x 5 mL). Thecombined organics were washed with brine, dried over Mg504, filtered and concentrated under reduced pressure to afford 247.6 mg (98percent yield) of the title compound as colourless oil.1H NMR (250 MHz, Chloroform-d): 6 [ppm] 4.84 – 4.62 (m, 1H), 4.15 – 3.95 (m, 2H),3.39- 3.18 (m, 1H), 2.10-2.00 (m, 1H), 1.91 – 1.57 (m, 3H), 1.47 (5, 9H)., 1245648-32-1

As the paragraph descriping shows that 1245648-32-1 is playing an increasingly important role.

Reference：
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem