Heterocyclic Building Blocks-piperidine

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0077] In a 15 mL microwave tube was added 5-bromo-2,1,3-benzoxadiazole (0.94 g, 4.7 mmol), tert-butyl 4-ethenylpiperidine-1-carboxylate (1.0 g, 4.7 mmol), triethylamine (0.66 ml, 4.7 mmol), palladium (II) acetate (0.11 mg, 0.47 mmol)and DMF (5 mL). The solution was degassed and filled with nitrogen (3x), then heated to 100 C for 2 hr. The reactionwas diluted with ethyl acetate, washed with water, filtered through a pad of diatomaceous earth and a plug of silica gel.The organic phase was dried over MgSO4, concentrated and purified by MPLC (eluted with gradient 0->30% EtOAc/Hexane)to provide tert-butyl 4-[(E)-2-(2,1,3-benzoxadiazol-5-yl)ethenyl]piperidine-1-carboxylate as a mixture with the Zolefin.LC-MS (IE, m/z): 352 [M+Na]+.

180307-56-6, As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

Step 2To a solution of 68 (13 g, 38.9 mmol) in DCM (5 mL) was added HCl/EA (20 mL). The mixturewas stirred at rt for 2 h. The mixture was filtered and filter cake was concentrated under vacuum to afford 69 (7.59 g, 83% yield).

220394-97-8, As the paragraph descriping shows that 220394-97-8 is playing an increasingly important role.

Reference：
Patent; SYROS PHARMACEUTICALS, INC.; PARAZA PHARMA, INC.; CIBLAT, Stephane; DEROY, Patrick; LEBLANC, Melissa; MARINEAU, Jason, J.; MOORE, Joel; ROY, Stephanie; SIDDIQUI, M., Arshad; SPROTT, Kevin; WINTER, Dana, K.; KABRO, Anzheliika; LEGER, Serge; MILLER, Tom; SCHMIDT, Darby; BRADLEY, Michael; WO2015/58163; (2015); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6,5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 9 Reduction of Ethyl 1-methylnipecotate To a cooled solution of filtered or unfiltered LiAlH4 (2 mole) under argon was added ethyl 1-methylnipecotate (1 mole) in THF. After addition was complete, reaction was heated to 40 to 50 C. for 2 hr and then stirred overnight at room temperature. The reaction was quenched by adding H2O, and aqueous NaOH using cooling as required. The solution was then filtered and solids were washed with fresh THF. Yields were determined by GC analysis of crude filtered reaction solutions using nonane as an internal standard. Essentially no difference in yields was observed with filtered or unfiltered LiAlH4 solutions.

5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; FMC Corporation; US6444190; (2002); B2;; ; Patent; PAUTARD-COOPER, ANNE; ENGEL, JOHN F.; GRANGER, ERIC J.; SIMS, PHILIP F.; SCHWINDEMAN, JAMES A.; RATHMAN, TERRY L.; US2001/51729; (2001); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1445-73-4, 1-Methyl-4-piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a typical experiment, complex 1 (6.1 mg, 10 tmol) and H[BAr?4].(Et2O)2 (10.1 mg, 10 tmol) were dissolved in THF (2.0 mE) in a 100 mE thick-walled glass vessel equipped with a TEFLON stopcock and a stir bar. The substrate (0.5 mmol) to be hydrogenated was then added. The vessel was degassed by freeze-pump-thaw and then hydrogen (1 or 4 atm) was added. The resulting solution was stirred at the desired temperature (25-60 C.) for the indicated reaction time. At the end of the reaction, the solvent was evaporated and the residue was passed through silica gel in a pipette. The solvent was removed under vacuum and the ?H NMR spectrum of the crude product mixture was recorded in CDC13. Hydrogenation products were then isolated by column chromatography or preparative thin layer chromatography (?TLC?) using n-hexane/ethyl acetate (3:1, v/v) as an eluent. Isolated products were characterized by ?H NMR and GCMS, with spectra matching those reported in the literature or authentic samples., 1445-73-4

The synthetic route of 1445-73-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LOS ALAMOS NATIONAL SECURITY, LLC; Vasudevan, Kalyan V.; Zhang, Guoqi; Hanson, Susan K.; US2015/336862; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 135 {l-r2-(lH-Indazol-4-yl)-4-mophiholin-4-yl-thienor3.2-dlpyrimidin-6-ylmethyl1- piperidin-4-yl|-isopropyl-(2-methoxy-ethyl)-amine.Via [l-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-isopropyl-(2-methoxy-ethyl)-amine, prepared from isopropyl-(2- methoxy-ethyl)-piperidin-4-yl-amine.Amine preparation: A mixture of 4-(2-methoxy-ethylamino)-piperidine-l- carboxylic acid tert-butyl ester (see preparation of 121) (300mg) and 2- bromopropane (1.2OmL) in MeCN (3mL) with potassium carbonate (192mg) were heated at 6O0C in a sealed tube for 7 days. The reaction mixture was cooled down, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[isopropyl-(2- methoxy-ethyl)-amino]-piperidine-l -carboxylic acid tert-butyl ester as an oil EPO (131mg). Treatment of this compound with HCl in DCM/MeOH and basic wash with aqueous sodium bicarbonate yielded the desired amine.1H NMR (400MHz, CDCl3) 1.03 (6H, d, J=6.6Hz), 1.62-1.72 (4H, m), 2.08-2.14 (2H, m), 2.52-2.60 (IH, m), 2.69 (2H, t, J=7.4Hz), 3.03-3.12 (4H, m), 3.33 (2H, t, J=7.3Hz), 3.35 (3H, s), 3.82 (2H, s), 3.92 (4H, t, J=4.5Hz), 4.05 (4H, t, J=4.5Hz), 7.35 (IH, s), 7.51 (IH, t, J=8.0Hz), 7.59 (IH, d, J=8.3Hz), 8.29 (IH, d, J=6.6Hz), 9.03 (IH, s), 10.10 (IH, br); MS (ESI+) 550 (MH+).

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (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.125224-43-3,((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol,as a common compound, the synthetic route is as follows.

Preparation of compound 13b was accomplished by dissolving ((3S,4R)-4-(4-fluorophenyl)piperidin-3- yl)methanol (0.765 mmol, 0.160 g) and sodium cyanoborohydride (2.30 mmol, 0.144 g) in THF (2.0 mL) and acetone (2.0 mL) at 0C. Acetic acid (3.06 mmol, 0.175 mL) was then added dropwise and the reaction was stirred overnight warming to room temperature. The reaction was neutralized with 2N NaOH and then extracted with ethyl acetate. The organic layer was washed 2x with NaCl, dried over MgSO4 and concentrated to give the desired product (0.15 g, 78% yield).

125224-43-3, As the paragraph descriping shows that 125224-43-3 is playing an increasingly important role.

Reference：
Article; Bouley, Renee; Waldschmidt, Helen V.; Cato, M. Claire; Cannavo, Alessandro; Song, Jianliang; Cheung, Joseph Y.; Yao, Xin-Qiu; Koch, Walter J.; Larsen, Scott D.; Tesmer, John J.G.; Molecular Pharmacology; vol. 92; 6; (2017); p. 707 – 717;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10315-06-7, Methyl 1-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the corresponding b-carboline-3-acid methyl ester(1 mmol), NaOH (4 mmol), C2H5OH (5 ml) and H2O (10 ml) was refluxed for 3 h, and the ethanol was removed on the rotary evaporator.The mixture was neutralized (pH = 5) with 5 N HCl and cooled. The precipitate was collected, washed well with H2O and dried in vacuum. The material was used without further purificationfor the following steps., 10315-06-7

10315-06-7 Methyl 1-benzylpiperidine-4-carboxylate 11436222, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Wang, Jin; Wang, Zhi-Min; Li, Xue-Mei; Li, Fan; Wu, Jia-Jia; Kong, Ling-Yi; Wang, Xiao-Bing; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4324 – 4338;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 16 (3R,S)-Hydroxy-1-(3-methoxyphenethyl)piperidine This was prepared as described in Preparation 15 from (3R,S)-hydroxypiperidine and 3-methoxyphenethyl bromide. The title compound was obtained as a pale yellow oil (1.63 g, 72%) which was characterised by its 1 H-n.m.r. spectrum; (CDCl3): delta=7.21 (1H, dd, J=8 and 7 Hz); 6.72-6.83 (3H, m); 3.78-3.88 (1H, m); 3.81 (3H, s); 2.30-2.84 (9H, m) and 1.47-1.90 (4H, m).

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc.; US5089505; (1992); A;,
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

In a 300 ml flask purged with nitrogen, 7.88 g (55.8 mmol) of 2,2,6,6-tetramethylpiperidine, 2.77 g of lithium chloride (65.3 mmol: 2,2,6,6-tetramethylpiperidine To 1.17 equivalents) THF was added, 24.2 g (58.2 mmol) of a 15% n-butyllithium hexane solution was dropped at -10 C. to obtain lithium 2,2,6,6-tetramethyl Piperidide solution was prepared. After cooling this solution to -50 C., 10.93 g (58.2 mmol) of triisopropoxyborane was added dropwise, followed by dropwise addition of 4.98 g (48.3 mmol) of benzonitrile, followed by aging at the same temperature for 3 hours did. Analysis of the reaction liquid by HPLC revealed that the area% of 2-cyanophenylboronic acid was 98.6%, the area% was 1.38%, 1-phenyl-1- (2,2,6,6-tetramethylpiperidine -1-yl) methyl imine as by-product was confirmed. This reaction solution was added to 38 ml of 3N HCl and hydrolyzed. 150 ml of ethyl acetate was added and stirred, The acid phase was separated. The organic phase was washed with 50 ml of 0.2 N HCl and the resultant organic phase solution was subjected to quantitative determination of 2-cyanophenylboronic acid using HPLC. As a result, 2-cyanophenylboronic acid was obtained in a yield of 95.0 % Confirmed that it was obtained. Further, it contained 0.45% of 1-phenyl- (2,2,6,6-tetramethylpiperidin-1-yl) methylimine in area%.

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; TOSOH FINECHEM CORPORATION; HATTORI, YU; KANEKO, TOSHIYUKI; (13 pag.)JP2015/160823; (2015); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

A solution of2,2,6,6-tetramethylpiperidine (1.6 mL, 9.6 mmol) in THF (10 mL) was treated withn-BuLi (6.0 mL, 1.60 M in hexane, 9.6 mmol) at 0 C. After stirring for 1 h at 0 C thesolution was added to a solution of compound 3 (1.81 g, 4.00 mmol) in THF (8 mL) at-78 C. After stirring for 30 min at -78 C and 3 h at -30 C the reaction mixture wastransferred to a suspension of ZnCl2 (1.09 g, 8.00 mmol) in THF (8 mL) at -78 C.Stirring was continued at -78 C for 30 min before the mixture was warmed to roomtemperature, where stirring was maintained for 30 min. To the resulting solution wasadded a solution of 1-bromo-3,5-di-t-butylbenzene (1.18 g, 4.40 mmol) and [Pd(PPh3)4](0.23 g, 0.20 mmol) in THF (8 mL). The reaction mixture was heated to 60 C for 10hours, before the reaction was quenched with a saturated aqueous ammonium chloride solution. The reaction mixture was extracted with hexane and the combined organicphases were washed with water and dried over MgSO4. After filtration, the filtrate wasevaporated to dryness under reduced pressure and the obtained residue was purified bycolumn chromatography on silica gel (hexane). Washing the resulting solid with smallamount of methanol to give compound 4 (1.99 g, 3.10 mmol, 78%). 4: orange solid, m.p.139-141 C. 1H NMR (300 MHz, CDCl3) delta 1.39 (s, 36H), 4.14 (s, 5H), 4.59 (s, 2H),7.35 (t, J = 1.8 Hz, 1H), 7.62 (d, J = 1.8 Hz, 2H); 13C NMR (75 MHz, CDCl3) delta 31.5 (q),34.9 (s), 67.0 (d), 73.5 (d), 79.7 (s), 88.6 (s), 120.9 (d), 124.4 (d), 135.5 (s), 149.8 (s).Anal. Calcd for C38H49BrFe: C, 71.14; H, 7.70%. Found: C, 71.30; H, 7.66%.

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Article; Sasamori, Takahiro; Suzuki, Yuko; Sakagami, Michiyasu; Miyake, Hideaki; Tokitoh, Norihiro; Chemistry Letters; vol. 43; 9; (2014); p. 1464 – 1466;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem