Heterocyclic Building Blocks-piperidine

109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluorobenzonitrile (3. 0G) was dissolved in THF (50ML) and then N-tert-butoxy-carbonyl- 4-piperidinol (4.98g) was added. Potassium HEXAMETHYIDISILAZIDE (20% wt solution in THF, 24.62g) was then added dropwise and the reaction stirred at rt for 2h. The reaction mixture was then evaporated to a minimum, redissolved in EtOAc (100 ml) and washed with aqueous 1N HCI (2X100 ML), saturated sodium bicarbonate solution (2X100 ML) and brine (100 ML). The organic layer was dried (MGS04) and then purified by chromatography [silica gel, step gradient 0-60% EtOAc/Hexane]. Fractions containing the required product were evaporated to give the title compound (D21) as a clear oil which crystallised on standing (6.83 g).’H NMR 8 (CDCI3) : 7.59 (2H, d, J=7. 50HZ), 6.95 (2H, d, J=7. 50HZ), 4.44 (1H, m), 3.70 (2H, m), 3.38 (2H, m), 1.91 (2H, m), 1.77 (2H, m), 1.47 (9H, s).

109384-19-2, As the paragraph descriping shows that 109384-19-2 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/37788; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

86542-94-1, 1-(Piperidin-4-yl)propan-1-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

86542-94-1, General procedure: HOBt*H2O (969 mg, 7.17 mmol), EDCI*HCl(1.37 g, 7.17 mmol), 2,2,6,6-tetramethylpiperidin-4-amine (2.49 mL,3.00 mmol) and Et3N (3.31 mL, 13.9 mmol) were added to a solution of 2-(benzo[d][1,3]dioxol-5-ylamino)-2-oxoacetic acid (1.00 g, 4.78 mmol) in DMF(23.9 mL) at 0 C. The reaction mixture was heated to room temperature and stirred for 20 h. Subsequently, the reaction mixture was concentrated under reduced pressure. Saturated aqueous NaHCO3 was added to the residue, andthe mixture was extracted with CHCl3 (150 mL 3), then washed with brineand dried over MgSO4. Concentration under reduced pressure followed by column chromatography (MeOH/CHCl3, 1/10) provided the title compound 5 (1.46 g, 88% yield) as white powder.

86542-94-1 1-(Piperidin-4-yl)propan-1-one 18620952, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Mizuguchi, Takaaki; Harada, Shigeyoshi; Miura, Tomoyuki; Ohashi, Nami; Narumi, Tetsuo; Mori, Hiromi; Irahara, Yu; Yamada, Yuko; Nomura, Wataru; Matsushita, Shuzo; Yoshimura, Kazuhisa; Tamamura, Hirokazu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 397 – 400;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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,71985-80-3

Example 252; 1 -Methyl-piperidine-4-carboxylic acid ((S)-I -{2-[6-cyano-3-(4-methoxy- benzenesulfonyl)-2-oxo-2,3-dihydro-benzoimidazol-1 -yl]-2 -phenyl -acetyl}- pyrrolidin-3-yl)-amide; compound with trifluoroacetic acid; A mixture of i-methylpiperidine-4-carboxylic acid hydrochloride (16 mg, 0.09 mmol), 1-hydroxybenzotriazole (15 mg, 0.11 mmol) and PS-carbodiimide resin (Argonaut; 1.25 mmol/g; 72 mg, 0.09 mmol) in CH2CI2 (3 ml.) was agitated for 10 min at room temperature. Then, 3-[2-((S)-3-amino-pyrrolidin-1 -yl)-2-oxo-1 -phenyl-ethyl]-1 -(4- methoxy-benzenesulfonyl)-2-oxo-2,3-dihydro-1 H-benzoimidazole-5-carbonitrile (40 mg, 0.08 mmol) was added and the reaction mixture was agitated at room temperature overnight. To this was then added MP-carbonate resin (Argonaut; 3.08 mmol/g; 73 mg, 0.23 mmol) and the reaction mixture was agitated for another 2 hours, filtered and concentrated in vacuo. The residue was purified by preparative RP-HPLC (eluent: gradient from 10% to 80% acetonitrile in water, 0.1% trifluoroacetic acid as modulator) to afford 1 -methyl-piperidine-4-carboxylic acid ((S)- 1-{2-[6-cyano-3-(4-methoxy-benzenesulfonyl)-2-oxo-2,3-dihydro-benzoimidazol-1-yl]- 2-phenyl-acetyl}-pyrrolidin-3-yl)-amide; compound with trifluoroacetic acid (13 mg, 21%) as a white solid.1H-NMR (500 MHz, DMSOd6): delta 1.61-2.04 (m, 5H), 2.15-2.33 (m, 1 H), 2.77 (m, 3H), 2.90 (m, 2H), 3.11 (m, 1 H), 3.27 (m, 1 H), 3.42-3.98 (m, 6H), 3.87 (s, 3H), 6.32-6.42 (m, 1 H), 6.97-7.10 (m, 1 H), 7.20 (dd, 9.1 Hz, 2.4 Hz, 2H), 7.22-7.30 (m, 2H), 7.39 (m, 3H), 7.61-7.65 (m, 1 H), 7.97 (dd, 8.5 Hz, 4.7 Hz, 1 H), 7.99-8.03 (m, 2H). MS (API-ES, pos) m/z = 657.20 [M+H]+.

As the paragraph descriping shows that 71985-80-3 is playing an increasingly important role.

Reference：
Patent; ABBOTT GMBH & CO. KG; WO2008/25736; (2008); 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.534595-51-2,1-Boc-4-(isopropylamino)piperidine,as a common compound, the synthetic route is as follows.

534595-51-2, Example 1; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethyl-benzenesulfonamide (6); NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4 beads, 20 g, Aldrich) in DCE (200 mL) at 0 C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2 mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 C. for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with 1N NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).

As the paragraph descriping shows that 534595-51-2 is playing an increasingly important role.

Reference：
Patent; Shao, Bin; Yao, Jiangchao; US2010/311792; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1 -Benzyl-4-piperidone (1.89 g, 10 mmol) was dissolved in 15 ml acetone. Methyliodide (0.90 ml, 15 mmol) was slowly added over 5 min. After 2 hrs magnetic stirring additional Methyliodide (1.8 ml, 30 mmol) was added. After 1 hr magnetic stirring 20 ml diethyl-ether was added. Crude product was collected by filtration and washed with acetone/diethyl ether. White crystals were dried under vacuum giving 806 mg quartenary salt. TLC (10% methanol in dichloromethane): Rf =0.7. Partly dissolved salt in 5 ml water was added to 50 C. hot mixture of t-Butylamine (120 mg, 1.6 mmol) and Potassiumcarbonate (32 mg, 0.22 mmol) in 3 ml ethanol. The resulting mixture was stirred and heated to reflux (~80 C.) for 1 hr. After cooling water (20 ml) and dichloromethane (20 ml) were added. Phases were separated and aq. phase was re- extracted with dichloromethane and ethylacetate. Combined organic phases were dried over MgSO4 and concentrated on Rotavapor (40 C.) giving 496 mg 47AKU-47. TLC (10% methanol in dichloromethane): Rf=0.3. 1H-NMR (400 MHz, CDCl3): delta 2.82 (4H31); 2.41 (4H5 t); 1.12 (9H, s). 13C-NMR (CDCl3): delta 210.2, 54.3, 46.4, 42.4, 26.6. Crude product contained ~25% (1H-NMR) starting material (l-Benzyl-4-piperidone)., 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ACADIA PHARMACEUTICALS, INC.; WO2007/124136; (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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

crude purified product (770 mg) of benzyl 3-oxopiperidine-1-carboxylate, 2,2-dimethylpropan-1-amine (643 mg) and acetic acid (0.5 mL) were dissolved in THF (10 mL), and sodium triacetoxyborohydride (1563 mg) was added at room temperature. The mixture was stirred at room temperature for 1 hr, to the reaction mixture was added water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was dissolved in THF (10 mL), di-tert-butyl dicarbonate (1610 mg) and triethylamine (2.57 mL) were added at room temperature, and the mixture was stirred at 60 C. for 6 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (690 mg) as a colorless oil. (1235) 1H NMR (300 MHz, CDCl3) delta 0.89 (9H, brs), 1.31-1.53 (10H, m), 1.66-1.95 (2H, m), 2.10-3.82 (6H, m), 3.99-4.27 (2H, m), 4.99-5.22 (2H, m), 7.28-7.41 (5H, m)., 61995-20-8

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

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AIDA, Jumpei; YOSHITOMI, Yayoi; HITOMI, Yuko; NOGUCHI, Naoyoshi; HIRATA, Yasuhiro; FURUKAWA, Hideki; SHIBUYA, Akito; WATANABE, Koji; MIYAMOTO, Yasufumi; OKAWA, Tomohiro; TAKAKURA, Nobuyuki; MIWATASHI, Seiji; (199 pag.)US2016/115128; (2016); 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.1211587-42-6,Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 50-mL round-bottom flask was placed 2-oxo-N-(piperidin-4-yl)-2,3- dihydro-1H-indole-5-carboxamide hydrochloride (80 mg, 0.27 mmol, 1.00 equiv) and NMP (16 mL). This was followed by the addition of TEA (82 mg, 0.81 mmol, 3.00 equiv) dropwise with stirring at 0oC. To this was then added benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (135 mg, 0.41 mmol, 1.50 equiv) in several batches at 0oC. The resulting solution was stirred for 2 h at 20oC. The mixture was concentrated under vacuum. The residue was chromatographed on a silica gel column with dichloromethane/methanol (50:1-20:1). The collected fractions were combined and concentrated under vacuum. This resulted in 100 mg (67%) of benzyl 4- [[4-(2-oxo-2,3-dihydro-1H-indole-5-carboxamido)piperidine-1- sulfonyl]methyl]piperidine-1-carboxylate as a yellow solid

1211587-42-6, The synthetic route of 1211587-42-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
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: A flame-dried sealed tube equipped with exo-cyclic enol ether (0.3mmol) and 18-crown-6 (23.8mg, 0.09mmol) was pumped to vacuum and exchanged with nitrogen for three times. Aldehyde (0.45mmol), solution of t-BuOK in THF (60muL) and DMF (1mL) were then added successively under nitrogen atmosphere. The mixture was stirred at 110C and the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled and concentrated aqueous solution of NH4Cl was added to quench the reaction. The resulting mixture was extracted with CH2Cl2 and the organic phase was washed with concentrated brine and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue was passed through column chromatography on silica gel to afford the desired product C., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Shang, Xue Song; Li, Deng Yuan; Li, Nian Tai; Liu, Pei Nian; Dyes and Pigments; vol. 114; C; (2015); p. 8 – 17;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

1.71 N-Benzyl-3-[(N-3-methoxyphenyl-N-phenylsulphonyl)aminomethyl] piperidine DIBAL (7.0 mL, 1.5 M in toluene, 10.5 mmol) was added (dropwise along the sides of the flask) to a solution of ethyl 1-benzylpiperidine-3-carboxylate in toluene (from Emka-Chemie, 1.01 g, 4.08 mmol) at -78 C. and the resulting solution was stirred at -78 C. for 3.5 hours. The reaction mixture was quenched by slow addition of ethyl acetate (10 mL) and methanol (5 mL) at -78 C. After 15 min, a solution of potassium sodium tartrate (1 M aqueous) was added and the resulting precipitate was stirred for ~1 hour, further diluted with ethyl acetate and filtered to remove the precipitate. The solvent was removed in vacuo, using methanol to aid azeotropic removal of the toluene at the end, providing 1 -benzylpiperidine-3-carboxaldehyde of sufficient purity for use below., 72551-53-2

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

Reference：
Patent; Egle, Ian R.; Frey, Jennifer; Isaac, Methvin B.; Slass, Abdelmalik; Begleiter, Leah E.; Edwards, Louise G.; Stefanac, Tomislav; Tehim, Ashok; Maddaford, Shewn P.; Tse, Hoi Lun Allan; US2003/176461; (2003); 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, A mixture of tert-butyl 3-eyano-4-oxopiperidine- I -carboxylate (310 g, 1.38 mol) and hydrazine mono-hydrate (140 mL, 2.08 mol) in EtOH (1.5 L) was heated to 60 C for 2 h. The mixture was concentrated in vacuo to give the crude product that was dissolved inEtOAc (1 L) and washed with water (1 L x 2), The organic layer was dried over anhydrousNa2SO4, filtered and concentrated in vacuo to afford the title compound (230 g, 70%) as acolorless solid, ?H NMR (400 MHz, CD3OD) 6 4.28 (s, 211), 3.66 -3.63 (m, 211), 2.62 – 2.59(m, 211), 1.49 (s, 9H).

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem