Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25504-47-6,Methyl 2-oxopiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of compound 1 (2 g, 12.7 mmol) in THF (15 mL) was added LiHMDS (1.0 M solution in THF, 38.2 mL, 38.2 mmol) slowly at -78 ¡ãC under nitrogen atmosphere. The reaction temperature was raised to -40 ¡ãC and stirred for 1 h. Int-A (3.2 g, 14.0 mmol) in THF (5 mL) was added drop wise at -78 ¡ãC. The reaction mixture was brought to room temperature and stirred for 2 h. After consumption of the starting material (by TLC), the reaction was quenched with aqueous NH4Cl (30 mL) and extracted with CH2CI2 (2 x 100 mL). Organic layer was dried over Na2S04and concentrated under reduced pressure. The crude material was purified by column chromatography by eluting with 5percent MeOH/ CH2CI2 to afford a mixture of AK & AL (2.8 g, 66percent) as brown syrup. Mixture of AK & AL (1 g) was purified by chiral preparative HPLC purification to obtain AK (270 mg) as light brown solid and AL (256 mg) as an off white solid.AK:NMR (400 MHz, DMSO-d6) delta 7.55 (br s, 1H), 6.90 (d, J = 8.5 Hz, 1H), 6.79 (d, J = 8.5 Hz, 1H), 4.32 – 4.16 (m, 2H), 3.78 (d, J = 2.4 Hz, 6H), 3.74 (s, 3H), 3.30 – 3.24 (m, 1H), 3.17 – 3.12 (m, 1H), 3.07 (d, J = 5.6 Hz, 1H), 2.97 (d, J = 5.6 Hz, 1H), 2.34 (s, 2H), 1.98 – 1.77 (m, 2H) LCMS (ESI): m/z 335.2 [M++l]HPLC: 99.71percentChiral HPLC: >99.00percentColumn : CHIRALPAK IC (250*4.6 mm*3qm)Mobile Phase : A: 0.1percent DEA in n-HexaneMobile Phase : B: DCM : MeOH (50 : 50)A : B :: 65 : 35; Plow rate : 1.0 mL/minRetention time : 21.285 minAL:NMR (400 MHz, DMSO-d6) delta 7.55 (br s, 1H), 6.90 (d, J = 8.7 Hz, 1H), 6.79 (d, J = 8.7 Hz, 1H), 4.33 – 4.17 (m, 2H), 3.78 (d, J = 2.6 Hz, 6H), 3.74 (s, 3H), 3.30 – 3.24 (m, 1H), 3.17 – 3.12 (m, 1H), 3.07 (d, J = 5.5 Hz, 1H), 2.97 (d, J = 5.5 Hz, 1H), 2.34 (s, 2H), 1.94 – 1.78 (m, 2H) LCMS (ESI): m/z 335.2 [M++l]HPLC: 99.74percentChiral HPLC: 998.10percentColumn : CHIRALPAK IC (250*4.6 mm* 3 pm)Mobile Phase : A: 0.1percent DEA in n-HexaneMobile Phase : B: DCM : MeOH (50 : 50)A : B :: 65 : 35; Plow rate : 1.0 mL/minRetention time : 24.308 min, 25504-47-6

The synthetic route of 25504-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; APTINYX INC.; KHAN, M., Amin; (87 pag.)WO2019/152685; (2019); A1;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91419-48-6,tert-Butyl 4-carbamoylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

91419-48-6, To a solution of tert-butyl 4-carbamoylpiperidine-1-carboxylate (160 mg, 0.7 mmol) in DCM (2 mL) was added a HCl in EtOAc solution (4 M, 2 mL) . The mixture was stirred at rt for 30 min and concentrated to give the title compound as a white solid (112 mg, 97) .1H NMR (400 MHz, CD3OD) : delta ppm 3.33-3.39 (m, 2H) , 2.95-3.24 (m, 2H) , 2.50-2.58 (m, 1H) , 1.95-1.99 (m, 2H) , 1.76-1.87 (m, 2H) and MS-ESI: m/z 129.20 [M+H-HCl] +.

As the paragraph descriping shows that 91419-48-6 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
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828243-30-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.828243-30-7,3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid,as a common compound, the synthetic route is as follows.

4-(3-METHYLCARBAMOYLPHERLYL) PIPERIDINE-1-METHYLCARBOXAMIDE : TO a solution of 4-(3-carboxyphenyl)piperidine-1-carboxylic acid tert-butyl ester (1.0 g, 3.27 mmol) in 4 mL of DMF, was added CDI (0.63 g, 3.92 mmol) and the reaction mixture warmed to 60C for two hours. After that time, the mixture was cooled to 0-5C and, a 2 M solution of methylamine in THF (4.91 mL, 9.82 mmol) was added via syringe and the mixture allowed to warm to RT overnight. The mixture was poured into a saturated solution of ammonium chloride, and the product was extracted with ethyl ether (3×50 mL). Organics were washed with water (3X30 mL) and brine (1X15 mL), then dried with magnesium sulfate and concentrated. The dense liquid, crude product, was used into the next step without further treatment. Yield 1.05 g (100%). H NMR (CDCl3, 7.26) 8 1. 48 (s, 9 H), 1.63 (m, 2 H), 1.75 (m, 2 H), 2.69 (m, 1 H), 2.80 (m, 2 H), 3.01 (d, 3 H), 4.23 (br s, 2H), 6.15 (br s, D20,1H), 7.32 (dt, 1H, J = 6. 87, 1.71), 7.34 (t, 1H, J = 6.72), 7.55 (dt, 1H, J = 6.87, 1.71), 7.64 (t, 1H, J= 1.71) ; MS (ES+) m/z 319 (M + H), 341.2 (M + Na).

As the paragraph descriping shows that 828243-30-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/5395; (2005); A2;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50606-58-1,1-Benzylpiperidin-3-one hydrochloride,as a common compound, the synthetic route is as follows.

50606-58-1, Step 1: 1- benzyl-3-piperidone (44)Commercially available l-benzyl-3-piperidone monohydrochloride monohydrated salt (43) was neutralized with saturated sodium carbonate solution, extracted with EtOAc, dried over sodium sulphate, concentrated in vacuum and stripped with dry THF. The liquid mass was used as such for the next step.

As the paragraph descriping shows that 50606-58-1 is playing an increasingly important role.

Reference£º
Patent; ADVINUS THERAPEUTICS LIMITED; BARAWKAR, Dinesh; BENDE, Tanushree; ZAHLER, Robert; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro Singh; DOSHI, Jignesh; WAMAN, Yogesh; JADHAV, Rushikesh; SINGH, Umesh Prasad; WO2012/127506; (2012); A1;,
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157327-41-8, 1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-tert-butoxycarbonyl-4-piperidone (58, 5.8 g, 31.4 mmol) wasdissolved in N,N-dimethylformamide dimethyl acetal (45.0 mL),and the solution was heated under reflux for 1.5 h and concentrated.The residue was triturated with hexane, filtered, andwashed with hexane to give 59 as a yellow powder (5.1 g, 63.8%):mp 135e136 C; To a solution of 59 (5.0 g, 20.8 mmol) in EtOH(200.0 mL) were added guanidine carbonate (15.0 g, 84.0 mmol)and sodium acetate (13.7 g, 167.0 mmol), and the solution washeated under reflux for 48 h. The reaction mixturewas filtered, andthe insoluble material was extracted with CHCl3 and washed withwater. The organic layer was dried over anhydrous MgSO4 andevaporated. The resultant solid was triturated with 2-propanol,filtered, and washed with 2-propanol and Et2O to give a colorlesspowder. It was dissolved in TFA (50.0 mL) at 0 C, and the solutionwas stirred at room temperature for 1 h and concentrated. Theresidue was dissolved in 2-propanol and treated with concentrated HCl (4.0 mL). The precipitated solidwas filtered andwashed with 2-propanol and Et2O to give 60a (4.2 g, 81.6%) as a colorless powder: Mp 258e260 C; Compound 57g was obtained from 60a in thesame way as 57f.

157327-41-8, As the paragraph descriping shows that 157327-41-8 is playing an increasingly important role.

Reference£º
Article; Sun, Hao-Peng; Jia, Jian-Min; Jiang, Fen; Xu, Xiao-Li; Liu, Fang; Guo, Xiao-Ke; Cherfaoui, Bahidja; Huang, Hao-Ze; Pan, Yang; You, Qi-Dong; European Journal of Medicinal Chemistry; vol. 79; (2014); p. 399 – 412;,
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Piperidine | C5H11N – PubChem

147539-41-1, tert-Butyl 4-(methylamino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of l-N-t-Boc-4-methyIamino piperidine (1.0458 g, 4.88 mmol) and mPEG3-Br (1 .2490 g, 5.50 mmol) and potassium carbonate (1.8871 g, 13.65 mmol) in water (2.0 mL) in a vial was heated at 120 ¡ãC for 1.5 h by using microwave. The mixture was diluted with water, extracted with dichloromethane (3 x 30 mL). The combined organic solution was washed with brine, dried over anhydrous sodium sulfate, concentrated. The residue was dried under high vacuum. The residue was separated with flash column chromatography on silica gel using 1-5percent methanol in dichloromethane to afford product (1.2531 g) as oil in 78percent yield. NMR (500 MHz, Chloroform-*/) delta 4.1 1 (s, 2H), 3.65 – 3.56 (m, 6H), 3.55 – 3.49 (m, 4H), 3.35 (s, 3H), 2.63 (br, 2H), 2.62 (t, J = 6.2 Hz, 2H), 2.49 (m, 1 H), 2.27 (s, 3H), 1.70 (d, J = 12.7 Hz, 2H), 1.42 (s, 9H), 1.44 – 1.30 (m, 2H). MS for C 18H36 2O5: 361.2 (MH+)., 147539-41-1

147539-41-1 tert-Butyl 4-(methylamino)piperidine-1-carboxylate 15380702, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

To a solution of 6-bromonicotinaldehyde (460 mg) and 4-methylpiperidin-4-ol (430 mg) in acetonitrile (10 mL) was added sodium triacetoxyborohydride (1.0 g) under ice-cooling, and the mixture was stirred overnight at room temperature. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (NH, hexane/ethyl acetate) to give the title compound (430 mg). MS(ESI+): [M+H]+ 284.8., 3970-68-1

3970-68-1 4-Methylpiperidin-4-ol 15649174, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1892-22-4, 3-Aminopiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1892-22-4

General procedure: In a typical experiment Pd(OAc)2 (2.81 mg, 0.0125 mmol), triphenylphosphine (6.55 mg, 0.025 mmol) or Xantphos (7.23 mg, 0.0125 mmol), iodoalkene (1-5) or iodo(hetero)arene (6-11) substrates (0.5 mmol), and 3-aminolactams (3-amino-azepan-2-one (a), 3-amino-piperidin-2-one (b), 3-amino-pyrrolidin-2-one (c)) (0.55 mmol) and triethylamine (0.25 mL) were dissolved in DMF (5 mL) under argon in a 100 mL three-necked flask equipped with reflux condenser connected to a balloon filled with argon. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analyzed by Gc and GC-MS. The cooled reaction mixture was then distilled to dryness under reduced pressure. The residue was dissolved in chloroform (15 mL) and washed twice with water (15 mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. All compounds (except 10a, 10b) were subjected to column chromatography (Silicagel 60 (Sigma), 0.063-0.200 mm) or Aluminum oxide (Sigma), activated, neutral, Brockmann activity I), CHCl3/MeOH or CHCl3/EtOH eluent mixtures (the exact ratios are specified in Characterization (3.4) for each compound). In the case of 10a and 10b chloroform (10 mL) was added to the residue and the insoluble material (product) was filtered and dried.

The synthetic route of 1892-22-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kollar, Laszlo; Takacs, Attila; Tetrahedron; vol. 74; 42; (2018); p. 6116 – 6128;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

387827-19-2, tert-Butyl 4-(3-aminophenyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cooled at 0C, the solution of 4-(3-aminophenyl)piperidine-1-carboxylic acid tert-butyl ester in THF (6 mL) was slowly added Et3N (260 mul, 1.86 mmol) and propionyl chloride (59 mul, 0.68 mmol). The reaction mixture was stirred at room temperature for 3 hours. Dichloromethane was added and the reaction mixture was washed with brine. Dehydrated by Na2SO4. Filtered and concentrated to give a residue. The residue was purified by flash chromatography (silica gel, gradient from hexane to ethyl acetate). The desired product was obtained as a white solid (186 mg, 90% yield)., 387827-19-2

As the paragraph descriping shows that 387827-19-2 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S. A.; CUEVAS CORDOBES, FELIX; ALMANSA ROSALES, CARMEN; GARCIA LOPEZ, MONICA; (299 pag.)TW2016/27300; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem