Category: piperidines

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 2-oxopiperidine-1-carboxylate (1 g, 5.02 mmol) in THF (10 mL), cooled to -30C, was added lithium bis(trimethylsilyl)amide (1M in THF, 5.52 mL) dropwise over 15 minutes. The reaction mixture was stirred for 1 h at -30C, then diphenyl chlorophosphate (1.1 mL, 5.3 mmol) was added dropwise over 5 minutes. The reaction mixture was allowed to warm to r.t. and stirred for 48 h. The mixture was poured onto saturated aqueous NH4Cl solution (10 mL) and extracted with EtOAc. The organic layers were washed with saturated aqueous NaHCO3 solution and brine, then dried over Na2SO4. The residue was concentrated in vacuo. The resulting oil was purified by flash chromatography, eluting with EtOAc/hexanes (0-30% gradient), to furnish tert-butyl 6-diphenoxyphosphoryloxy-3,4-dihydro-2H-pyridine-1-carboxylate (1.92 g, 89%) as a colourless oil.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); 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.138022-04-5,tert-Butyl methyl(piperidin-4-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.,138022-04-5

Stage (i): tert-Butyl methyl((1-(pyrimidin-4-yl)piperidin-4-yl)methyl)carbamatetert-Butyl methyl(piperidin-4-ylmethyl)carbamate (1.4 mmol, 1.0 eq) and 4-chloropyridine (4.2 mmol, 3.0 eq) were dissolved in 2-propanol (5 ml) and DIPEA (7.0 mmol. 5.0 eq) and refluxed for 16 hours. After monitoring by TLC, the reaction solution was diluted with ethyl acetate and sat. sodium hydrogen carbonate solution and the phases were separated. The aqueous phase was washed with ethyl acetate. The combined organic phases were dried over magnesium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, ethyl acetate:ethanol 10:1+ammonia solution). Yield: 51%

138022-04-5 tert-Butyl methyl(piperidin-4-ylmethyl)carbamate 23004743, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GRUENENTHAL GmbH; US2012/71461; (2012); 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.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

25137-01-3, The mixture of ethyl (3R)-piperidine-3-carboxylate (200 mg, 1.27 mmol), o-nitro-benzenesulfonyl chloride (280 mg, 1.30 mmol), triethylamine (266 muL, 1.91 mmol) in acetonitrile (2.0 mL) was stirred at r.t. for 2 hours. The reaction was quenched with water, extracted with ethyl acetate. The extract was washed with 1N HCl solution, water, brine and dried over Na2SO4. After filtration, the filtrate was concentrated to yield a residue.

The synthetic route of 25137-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yao, Wenqing; Li, Yanlong; Xu, Meizhong; Zhuo, Jincong; Zhang, Colin; Metcalf, Brian W.; US2005/288317; (2005); 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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Compound 10a was prepared from compound 8 in 85% yield as a colorless solid, using a similar approach to that described for 9a. 1H NMR (DMSO-d6) delta 1.16-1.85 (5H, m), 1.32 (9H, s), 2.31-2.78 (2H, m), 2.58 (3H, s), 3.15-3.29 (2H, m), 3.60-3.94 (2H, m), 3.80 (3H, s), 6.78 (1H, t, J = 2.1 Hz), 7.54 (1H, t, J = 2.1 Hz), 7.59-7.67 (1H, m), 7.71-7.76 (1H, m), 7.92 (1H, d, J = 3.7 Hz), 9.44 (1H, s); MS (ESI) m/z 514 [M+H]+.

140645-24-5, As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Article; Kunikawa, Shigeki; Tanaka, Akira; Mukoyoshi, Koichiro; Nagashima, Shinya; Tominaga, Hiroaki; Chida, Noboru; Tasaki, Mamoru; Shirai, Fumiyuki; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3269 – 3277;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

1-M ethyl-3-nitro-1-nitrosoguanidine (3.00 g, 20.4 mmol) was added in small portions with agitation to a mixture of 5M aqueous NaOH solution (14 ml) and ether (70 ml), cooled to 0 C. The yellow ether layer was decanted into a flask precooled in an ice bath and containing a few KOH pellets for drying. To a solution of olefin 20 (0.20 g, 0.95 mmol) in ether (5 ml) cooled to 0 C. was added Pd(OAc)2 (0.006 g, 0.03 mmol), followed by the ethereal CH2N2 solution in portions (prepared as described above), and the reaction mixture was stirred at rt for 5 hr. It was quenched with AcOH and diluted with saturated aqueous NaHCO3 solution. The product was extracted with CH2Cl2 and the organic layer was dried over Na2SO4. Purification by flash chromatography (CH2Cl2) provided 0.16 g of 21 as a clear liquid.

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

Reference：
Patent; Schering Corporation; US2007/10513; (2007); A1;,
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

All of the hydroxypiperidine was refluxed in trifluoroacetic acid (100 ml) for 2.5 hours. Ice (1000 g) and diethyl ether (300 ml) were added and pH was adjusted to >9 by addition of diluted aqueous NH4OH. After extraction several times (3*200 ml) with diethyl ether, the combined organic phases were worked-up as previously. The crude product was purified by column chromatography on silica gel (eluted with 4% triethylamine in a 3:1 mixture of heptane and ethyl acetate). Yield: 4.2 g as an oil. To all of the thus obtained 1-benzyl-4-[2-(2-propyloxy)phenyl]-1,2,3,6-tetrahydropyridine in 1,1,1-trichloroethane (40 ml) was added dropwise a solution of 2,2,2-trichloroethyl chloroformate (2,2 ml) in trichloroethane (10 ml) at reflux temperature. After reflux for 1.5 hours the solvent was evaporated. The crude product was filtered through silica gel (eluted with ethyl acetate/heptane 1:3) affording 4.5 g of the pure 2,2,2-trichloroethyl carbamate derivative as an oil. All of this carbamate was dissolved in acetic acid (40 ml). Water was added and at 40-50 C. Zn powder (8 g) was added in small portions during 10 minutes. After stirring for 2 hours at 50 C. inorganic salts were filtered off and the solvents were evaporated in vacuo. Ice and ethyl acetate were added and pH adjusted to >9 by addition of diluted aqueous NH4OH. The organic phase was separated and worked-up as above yielding 2.5 g of the title compound 8a as an oil.

4801-58-5, The synthetic route of 4801-58-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. Lundbeck A/S; US6514993; (2003); 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.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

A mixture of 45 (2.1 g, 10 mmol), BOC-piperidone (3.4 g, 17 [MMOL)] and KOH (0.28 g, 5 [MMOL)] in CH30H (150 ml) was [REFLUXED] for eight days. The reaction mixture was then concentrated in vacuo, partitioned between water (50 [ML)] and [CH2CI2] (100 [ML),] and acidified with [ACOH.] The organic layer was isolated and concentrated to provide crude 46.

149554-03-0, The synthetic route of 149554-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SCHERING CORPORATION; WO2004/831; (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.297172-16-8,(4-Methylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

(4-methylpiperidin-4-yl)methanol (2.4 g, a mixture of the amino alcohol and NH4CO2H) was suspended in DCM (70 mL). Et3N (5 mL; 37.2 mmol) was then added followed by the drop-wise addition of ethyl chloroformate (1.05 mL, 13 mmol, 1.4 eq.). After 1 hour at room temperature, IN HCl (70 mL) was added and the layers were separated. The aqueous layer was extracted with DCM (70 mL) and the combined organic layers were EPO dried over Na2SCU, filtered, and concentrated under high vacuum. The product (1.7 g over 2 steps) is obtained analytically pure as an oil and used without further purification., 297172-16-8

297172-16-8 (4-Methylpiperidin-4-yl)methanol 22507737, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/58303; (2006); A2;,
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

To a solution of Compound 1 (5.0 g, 21.5 mmol) and ethyl 2-diazoacetate (3.2 g, 28.1 mmol) in THF (100 mL) was added BF3-Et2O (2.7 mL, 21.5 mmol) at -78 C. under N2. The reaction mixture was stirred at -78 C. for 1.5 h, then warmed to 28 C. slowly and stirred for 1.5 h. The resulting mixture was quenched with NaHCO3 (sat.) and extracted with EA (300 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give a crude product, which was purified by flash column chromatography to give a mixture of Compound 2 and 3 (3.4 g, 50%). LCMS: 320.0 [M+1]. To a suspension of NaH (338 mg, 8.5 mmol) in THF (30 mL) was added a solution of a mixture of Compound 3 and Compound 3?(2.7 g, 8.5 mmol) in THF (30 mL) at 0 C. under N2, and stirred at rt for 0.5 h. A solution of Select F (2.7 g, 8.5 mmol) in DMF (15 mL) was added dropwise. The reaction mixture was stirred at r.t. for 3 h. The resulting mixture was quenched with NH4Cl and extracted with EA (200 mL). The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to give the crude product, which was purified by flash column chromatography to give Compound 4 (1.0 g, 35%) and Compound 4? (0.9 g, 32%). Compound 4: 1H NMR (400 MHz, CDCl3) delta=7.28-7.39 (m, 5H), 5.18 (s, 2H), 4.40-4.68 (m, 1H), 4.11-4.39 (m, 3H), 3.45-3.63 (m, 1H), 3.21-3.38 (m, 1H), 1.85-2.45 (m, 4H), 1.26-1.30 (m, 3H). Compound 4?: 1H NMR (400 MHz, CDCl3) delta=7.28-7.40 (m, 5H), 5.14-5.18 (m, 2H), 4.24-4.47 (m, 4H), 3.88-4.00 (m, 1H), 3.09-3.25 (m, 1H), 2.85-2.91 (m, 2H), 1.92-1.95 (m, 2H), 1.27-1.35 (m, 3H).

61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Hartman, George D.; US2015/197493; (2015); 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.236406-22-7,1-Boc-4-(Aminomethyl)-4-methylpiperidine,as a common compound, the synthetic route is as follows.

HATU (294 mg, 0.8 mmol) was added to the mixture of 6-methyl-7-oxo-6,7-dihydro- 1 H- pyrrolo[2,3-c]pyridine-4-carboxylic acid (Intermediate C) (135 mg, 0.7 mmol), tert-butyl 4- (aminomefhyl)-4-methylpiperidine-l-carboxylate (160 mg, 0.7 mmol), and diisopropylethylamine (181 mg, 1.4 mmol) in DMF (3 mL). After addition, the reaction mixture was stirred at room temperature for 2 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was quenched by addition of water (5 mL) and extracted with ethyl acetate (2 x 10 mL). The combined organic extracts were washed with brine, dried over sodium sulfate and concentrated under reduced pressure to give the crude title compound (275 mg, 94% yield) as light brown oil. This crude material was used directly in the next step. LCMS M/Z (M+H) 402.9.

236406-22-7, As the paragraph descriping shows that 236406-22-7 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; BELLON, Steven, F.; BURDICK, Daniel, J.; COTE, Alexandre; CRAWFORD, Terry; DAKIN, Les, A.; HSIAO-WEI TSUI, Vickie; HEWITT, Michael, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F., Anthony; TANG, Yong; TAYLOR, Alexander, M.; WANG, Shumei; (251 pag.)WO2016/77375; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem