Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123855-51-6,tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 1 g (4.41 mmol) of tert-butyl 4-hydroxymethylpiperidine-1-carboxylate in 25 mL of THF is cooled to 0 C. 1.34 g (5.07 mmol) of triphenylphosphine and 2.02 g (5.96 mmol) of carbon tetrabromide are then added. The reaction mixture is stirred at room temperature over the weekend. The solution is taken up in ethyl ether, the insoluble matter is filtered off and the organic phase is evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 80/20 EtOAc/heptane) to give 960 mg of tert-butyl 4-bromomethylpiperidine-1-carboxylate, the characteristics of which are as follows: LC/MS (method G): ESI+ [M+H]+: m/z 279 tr (min)=2.13 1H NMR (300 MHz, delta in ppm, CDCl3): 1.09-1.29 (m, 2H), 1.47 (s, 9H), 1.71-1.88 (m, 3H), 2.62-2.78 (m, 2H), 3.31 (d, 2H), 4.07-4.25 (m, 2H).

123855-51-6, 123855-51-6 tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate 2764081, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; El-Ahmad, Youssef; Filoche-Romme, Bruno; Ganzhorm, Axel; Marciniak, Gilbert; Muzet, Nicolas; Ronan, Baptiste; Vivet, Bertrand; Zerr, Veronique; US2015/183804; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

89151-44-0,89151-44-0, N-Boc-4-Piperidineethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(viii) 4-(2-Bromo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester A mixture of 4-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (94.0 Og 0.41 mol), carbon tetrabromide (198.7 g 0.6 mol) and dichloromethane (1500 ml) at 0 under nitrogen was treated portionwise, over 45 min, with triphenylphosphine (135.2 g 0.515 mol). The mixture was stirred for 1 h at 10 and 1 h at 25 and then evaporated in vacuo. The residue was purified by flash column chromatography on silica gel (Merck 9385), eluant cyclohexane: ethyl acetate (15:1, gradient to 10:1) to give the title compound as a clear liquid (81.8 g, 0.28 mol, 68%).

89151-44-0 N-Boc-4-Piperidineethanol 854140, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Glaxo Group Limited; US5861414; (1999); A;,
Piperidine – Wikipedia
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10315-07-8, 1-Benzylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-bromo-5,6-dimethoxy-1-indanone 64 (0.30 g,1.11 mmol, 1.0 eq.), silver (I) oxide (0.26 g, 1.13 mmol,1.5 eq.), and 1-benzylpiperidin-4- carboxylic acid 66 (0.32 g, 1.46 mmol, 1.3 eq.) inacetonitrile (25 ml) was stirred overnight at 60 C. The reaction mixture was cooled to 20 C and filtered through a pad of celite, and the solvent was removed in vacuo. To the crude product mixture was added ethyl acetate (30 ml) and the organic layer was washedwith 3M aqueous hydrochloric acid (3 x 25 ml). The acidic aqueouslayers were combined and basified with solid potassium carbonate.Dichloromethane (20 ml)was then added and the organic layerwasseparated. Finally the aqueous layer was washed with additionaldichloromethane (2 x 20 ml). The organic fractions were combined,dried over anhydrous sodium sulfate, filtered and evaporatedin vacuo to yield 5,6-dimethoxy-1-oxo-2,3-dihydro-1Hinden-2-yl 1-benzylpiperidine-4-carboxylate 67, as a light brownoil (0.39 g, 85%). The product was used without any further purification.Rf 0.12 (3:1 ethyl acetate: hexane); numax (neat)/cm-1 2949, 1736, 1698, 1593, 1499, 1454, 1305, 1261, 1113, 1072, 1007, 853, 739,698; 1H NMR (300 MHz, CDCl3); delta 7.50e7.43 (m, 2H, ArH’s),7.40e7.30 (m, 3H, ArH’s), 7.16 (s, 1H, ArH), 6.84 (s, 1H, ArH), 5.43(dd, 1H, J 4.3 & 7.7 Hz, COCHOCO), 3.96 (s, 3H, OCH3), 3.89 (s, 3H,OCH3), 3.84 (s, 2H, CH2Ph), 3.52 (dd, 1H, J 7.7 & 16.8 Hz,CH2aCHCO), 3.08e2.98 (m, 2H, CH2N & CHCO2), 2.93 (dd, 1H, J 4.2& 16.8 Hz, CH2bCHCO), 2.65 (s, 2H, CH2N), 2.29e2.14 (m, 2H, CH2 &CH2N), 2.12e2.01 (m, 3H, CH2); 13C NMR (75 MHz, CDCl3); delta 199.10,173.61, 156.70, 150.13, 146.10, 130.54, 128.85, 128.75, 127.18, 107.57,104.80, 74.40, 61.90, 56.47, 56.28, 51.10, 33.07, 26.08, 26.04; HRMSm/z (ESI) 410.1961 ([M + H] requires 410.1962).

10315-07-8, The synthetic route of 10315-07-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; van Greunen, Divan G.; Cordier, Werner; Nell, Margo; van der Westhuyzen, Chris; Steenkamp, Vanessa; Panayides, Jenny-Lee; Riley, Darren L.; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 671 – 690;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.187834-88-4,1-Boc-isonipecoticacidhydrazide,as a common compound, the synthetic route is as follows.

To triphosgene (355 mg) was added methylene chloride (3 ml) . To the mixture were added dropwise 3- chloroindazole (458 mg) and triethylamine (1.95 ml) dissolved in methylene chloride (3 ml) with stirring at 0C The reaction solution was warmed to room temperature, stirred for 30 minutes, and then cooled to 0C again. To the reaction solution were added dropwise tert-butyl 4- (hydrazinecarbonyl) iperidine-l-carboxylate (730 mg) and triethylamine (0.63 ml) dissolved in methylene chloride (3 ml) , and the mixture was stirred at room temperature for 4 hours. To the reaction solution was added saturated sodium carbonate aqueous solution, and the resultant solution was extracted with chloroform. The organic layer was dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel chromatography (developing solvent: chloroform / methanol = 95/5) to give tert-butyl 4-({2-[.(3- chloro-lH-indazol-1- yl) carbonyl] hydrazinyljcarbonyl) piperidine-l-carboxylate (519 mg) .LC-MS, m/z; 422 [M+H] +, 187834-88-4

The synthetic route of 187834-88-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAINIPPON SUMITOMO PHARMA CO., LTD.; MIZUNO, Kazuhiro; IKEDA, Junya; NAKAMURA, Takanori; IWATA, Masato; OTAKA, Hiromichi; GOTO, Nana; WO2012/169649; (2012); A1;,
Piperidine – Wikipedia
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60407-35-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.60407-35-4,1-Benzylpiperidin-3-amine,as a common compound, the synthetic route is as follows.

A mbdure of sodium (E-3-(1 (3-1dimethylamino,?propyl)-2-methyl-1H-indoI-3-yt)acrylate(200 mg, 0.65 mmol), i-benzylpiperidin-3-amine (104 mg, 0.65 mmol), EDCI (248 mg,1 35 mmol), HOBt (88 mg, 0 65 mmol) and TEA (136 mg, 1 35 rnrnol) in DCM (15 mL)was stirred at room temperature overnight. The reaction mixture was washed with saturated Na2CO3, dried over Na2SO4 and concentrated. The crude product was purified by preparative TLC to give a solid (63 mg, 21 %).1H NMR (400 MHz.. CDCI3): 5 7.96-7.92 (m, 2H), 7.40-7.25 (m, 8H), 7.46 (d, J =15.6 Hz, IH), 4.34 (br s, 1H), 4.23 (1, J = 7.2 Hz, 2H), 3.63 (br s, 2H), 276-2.60 (rn,3H) 2 58 (s, 3H) 2 41-2 32 (m 9H) 2 04-1 97 ,m 2H) 1 90-1 62 (m, 4H) LCMS ma459.1 [M+H]

60407-35-4 1-Benzylpiperidin-3-amine 12275357, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVOGEN LTD; JAMES, Ian; DIXON, Ian; BU, Xian; WO2015/74124; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-39-6, 8-Boc-2,8-Diazaspiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: tert-butyl 2- [6-(Methylsulfonyl)pyridin-3 -yll-2,8-diazaspiro [4.5 ldecane-8-carboxvlate:A stirred solution of 5-bromo-2-(methylsulfonyl)pyridine (0.1 g, 0.5 mmol), tert-butyl 2,8- diazaspiro [4.5] decane-8-carboxylate (commercially available from multiple vendors, for example AstaTech, Inc. catalog 11097; 0.1 g, 0.4 mmol), Pd2dba3 (0.02 g, 0.02 mmol), 5-Phos (0.03 g, 0.08 mmol), and Cs2CO3 (0.4 g, 1.2 mmol) in THF (20 mL) were heated to reflux for 12h. The solution was diluted with H20 and stirred vigorously. The organic layer was removed,dried over MgSO4, filtered and concentrated giving rise to an oil. The oil was purified using a 25 g Biotage SNAP cartridge (7-60% EtOAc:hexanes) giving rise to title compound. LCMS: m/z 396.20 (M+H)., 236406-39-6

As the paragraph descriping shows that 236406-39-6 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

216854-23-8, (S)-tert-Butyl piperidin-3-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tert-butyl N-[(3S)-piperidin-3-yl]carbamate (100 mg, 0.499 mmol) and triethylamine (0.104 ml, 0.749 mmol) in DCM (2.5 ml) was cooled to 0C, benzyl chloroformate (0.101 ml, 0.599 mmol) was added, and the mixture was stirred for one hour. Water was added to the reaction mixture, then extraction with ethyl acetate was carried out. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate. The drying agent was removed by filtration, then concentration under reduced pressure was carried out. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (159 mg, 95%) as a colorless solid. LCMS: m/z 335 [M+H]+, 216854-23-8

As the paragraph descriping shows that 216854-23-8 is playing an increasingly important role.

Reference£º
Patent; Chugai Seiyaku Kabushiki Kaisha; MURATA, Takeshi; KAWADA, Hatsuo; NIIZUMA, Satoshi; HARA, Sousuke; HADA, Kihito; SHIMADA, Hideaki; TANAKA, Hiroshi; MIO, Toshiyuki; EP2842946; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

98977-34-5,98977-34-5, 1-tert-Butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NaH 60percent in oil (0.62g, 15.48mmol) was added portionwise to a solution of 1,3-(4-oxo-piperidine)-dicarboxylic acid, 1-(1,1-dimethylethyl) 3-ethyl ester (2g, 7.37mmol) suspended in THF (20ml) cooled at 0¡ãC. The mixture was stirred for 30 minutes at 0¡ãC and then allowed to warm to ambient temperature and stirred for a further 1 hour. 3- fluorobenzylbromide (1.36ml, 11.06mmol) was added and the resulting solution was stirred at room temperature overnight. Water and then EtOAc were added. The organic layer was extracted, washed with brine, dried over MgS04, filtrered and concentrated. The residue (2.78g) was purified by Normal phase on irregular SiOH (15-40muiotaeta, 300g); mobile phase (85percent heptane, 15percent EtOAc). The pure fractions were collected and the solvent was evaporated, yielding lg (35.7percent) of intermediate 88.

As the paragraph descriping shows that 98977-34-5 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; GUILLEMONT, Jerome, Emile, Georges; MOTTE, Magali, Madeleine, Simone; LANCOIS, David, Francis, Alain; THOMAS, Sebastien, Robert, Gaston; BALEMANS, Wendy, Mia, Albert; WO2013/160431; (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.138163-07-2,1-Benzyl 4-methyl piperidine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.

Step (iii): Benzyl 4-formylpiperidine-1-carboxylate A solution of 1-benzyl 4-methyl piperidine-1,4-dicarboxylate (10 g) in toluene (100 ml) under nitrogen was cooled to -78 C. DIBAL-H (60.9 ml) was then added dropwise at -78 C. and the mixture was stirred at this temperature for 1 h (TLC control). Because the reaction was incomplete, a further 0.2 eq. of DIBAL-H was added and the mixture was stirred for a further 30 min (TLC control: some educt and the corresponding alcohol were to be detected). Methanol (40 ml), followed by sat. sodium chloride solution (40 ml) were added slowly to the reaction mixture at -78 C. The mixture was filtered over Celite and the solvent was removed in vacuo. The residue was extracted with ethyl acetate (3*75 ml) and the extract was dried (Na2SO4) and concentrated in vacuo. The crude product obtained in this way was purified by column chromatography (silica gel, 20% ethyl acetate/hexane). Yield: 4.3 g (49%)

138163-07-2, The synthetic route of 138163-07-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2010/249095; (2010); 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.24666-56-6,3-Aminopiperidine-2,6-dione hydrochloride,as a common compound, the synthetic route is as follows.

[00409j Step 3: A mechanically stirred mixture of 4-bromo-2-bromomethyl-benzoic acid methyl ester (121 g, 390 mmol) and 3-amino-piperidine-2,6-dione hydrochloride (64.2 g, 390 mmol) in DMF (400 mL) was treated dropwise with triethylamine (98.5 g, 980 mmol) over75 minutes. After the addition was completed, the reaction mixture was stirred at room temperature overnight. The mixture was quenched sequentially with acetic acid (50 mL), water (2500 mL) and a 1:1 mixture of ethyl acetate and hexanes (600 mL). After stirring the mixture for 20 minutes, the solid was filtered, washed with water, and air dried overnight. The solid was stirred in acetic acid (200 mL) and refluxed for 2 hours. The mixture was cooled to room temperature and filtered. The solid was washed with additional acetic acid, hexanes, and air dried overnight to give 25.4 g of 3 -(5-bromo- 1 -oxo- 1 ,3-dihydro-isoindol-2-yl)-piperidine-2,6- dione as a grey solid, in 20% yield; 1H NMR (DMSO-d6) oe 1.97-2.04 (m, 1H), 2.32-2.46 (m, 1H), 2.56-2.63 (m, 1H), 2.85-2.97 (m, 1H), 4.34 (d, J = 17.7 Hz, 1H), 4.47 (d, J = 17.7 Hz, 1H),5.11 (dd,J= 13.2Hz,J5.1 Hz, 1H),7.67(d,J8.1 Hz, 1H),7.72(dd,J=8.1 Hz,J= 1.5Hz, 1H), 7.89 (d, J = 0.9 Hz, 1H), 11.00 (s, 1H).

24666-56-6, As the paragraph descriping shows that 24666-56-6 is playing an increasingly important role.

Reference£º
Patent; CELGENE CORPORATION; LOPEZ-GIRONA, Antonia; CATHERS, Brian, E.; LU, Gang; JACKSON, Pilgrim; HANDA, Hiroshi; (184 pag.)WO2016/57503; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem