Tag: M.W:100-200

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.

A solution of 2,2,6,6-tetramethylpiperidine (0.567 ml, 3.36 mmol) in dry tetrahydrofurane was cooled in a Schlenk tube to -20 C. N-Butyllithium in hexane (1.6 M, 2.0 ml) was added. The resulting orange solution was stirred for 10 min at -20 C. and was then cooled to -78 C. A solution of N-Butyloxycarbonylindole (0.652 g, 3 mmol) in a small amount of dry tetrahydrofurane was added. Stirring was continued for 90 min at -78 C. before a fresly prepared 1.5 M Zinc chloride solution i tetrahydrofurane (3.3 ml) was added. The reaction mixture was allowed to reach room temperature slowly. This yellow mixture was added to a flask containing bis(tri-t-butylphosphine) palladium (50 mg) and 4-bromo-nitobenzene ((0,509 g, 2.25 mmol). After stirring for 1 h at room temperature the temperature was raised to 60 C. over night. The reaction mixture was diluted with dichloromethane (20 ml) and was washed with saturated aqueous ammonium chloride (2×30 ml). The organic layer was dried (magnesium sulfate) and concentrated under reduced pressure. The residue was filtered hot in heptane and then crystalized to give the title compound in 63% yield (0.480 g). 1H NMR (400 MHz, CHLOROFORM-D), delta ppm 1.33 (m, 9 H), 6.61 (s, 1 H), 7.27 (m, 1 H), 7.36 (t, J=7.83 Hz, 1 H), 7.56 (m, 3 H), 7.67 (d, J=8.08 Hz, 2 H), 8.21 (d, J=8.59 Hz, 1 H).

768-66-1, 768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Novo Nordisk A/S; US2007/10559; (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.280774-03-0,(1-Isopropylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

D. 1-Isopropylpiperidine-4-carboxaldehyde A solution of 1-isopropylpiperidine-4-methanol (0.40 g, 2.5 mmol) and N-methylmorpholine (0.46 g, 3.8 mmol) in methylene chloride (20 mL) was treated with tetrapropylammonium perruthenate (0.089 g, 0.25 mmol). After 3 h, the mixture was concentrated and the residue purified by column chromatography (SiO2: 10% to 20% methanol:methylene chloride) affording 0.20 g (50%) of the title compound. 1NMR; FIA-MS, m/e 156 (m+)., 280774-03-0

The synthetic route of 280774-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US6635657; (2003); B1;,
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, 2,2,6,6-Tetramethylpiperidine (2.78 g) was dissolved in anhydrous chloroform (80 ml), and triethylamine (10.1 g) was added thereto. Subsequently, chloroglyoxylic acid ethyl ester (5.40 g) dissolved in anhydrous chloroform (5 ml) was added at 0C, and the mixture was stirred at room temperature for 20 hr. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the organic layer was separated. The organic layer was washed with saturated brine and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel, eluting with n-hexane : ethyl acetate (4 : 1) mixed solvent to give N-(glyoxylic ethyl ester)-2,2,6,6-tetramethylpiperidine (4.50 g, yield 94%). 1H-NMR (CDCl3, 400 MHz): 0.85 (t, J = 6.8 Hz, 3H), 1.46 (s, 12H), 1.67 (s, 3H), 4.25 (q, J = 6.8 Hz, 2H) N-(Glyoxylic ethyl ester)-2,2,6,6-tetramethylpiperidine (4.50 g) was dissolved in tetrahydrofuran (100 ml), lithium aluminium hydride (2.14 g) was added thereto at 0C, and the mixture was then heated under reflux for one hr. The excess reagent was decomposed with sodium sulfate decahydrate, followed by filtration through Celite. The filtrate was concentrated under the reduced pressure to give the title compound (3.40 g, yield 100%). 1H-NMR (CDCl3, 400 MHz): 1.02 (s, 12H), 1.41 – 1.65 (m, 6H), 2.68 – 2.72 (m, 2H), 2.95 (br s, 1 H), 3.41 – 3.45 (m, 2H)

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

Reference：
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1566379; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

690261-64-4,690261-64-4, 2-(Piperidin-4-yl)pyrimidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The hydrochloride salt of the pyrimidyl piperidine (Intermediate 8,133 mg, 0.564 mmol) was combined with Intermediate 5 (100 mg, 0.282 MMOL), DIEA (240, 6L, 1.40 mmol), and 4 A powdered molecular sieves (200 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (300 mg, 1.41 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over NA2SO4, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.5 % NH40H/4.5 % MeOH/95 % DCM) to give 126 mg of a colorless oil. Resolution of the cis/trans isomers was accomplished by HPLC using a CHIRALPAK OD column eluting with 20 % ethyl alcohol/hexanes to give 57 mg of the trans isomer and 45mg of the cis isomer. First peak 57 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H). Second peak 45 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H).

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

23. 4-(((3-(3-(Trifluoromethoxy)Dhenyl)imidazo[1 ,2-blDyridazin-6- yl)amino)methyl)DiDeridin-2-one EX. 8-23). [00332] A solution of tert-butyl 2-oxopiperidine-1 -carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41 .5 mmol) was added. The mixture was stirred at -78 C for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2CI2 (200 mL x 2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc = 5:1 ) to give compound tert-butyl 2-oxo-3- (phenylselanyl)piperidine-l -carboxylate (4.27 g, 45%) as an orange solid.

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

Reference：
Patent; TOLERO PHARMACEUTICALS, INC.; XU, Yong; BRENNING, Benjamin, Gary; KULTGEN, Steven, G.; LIU, Xiaohui; SAUNDERS, Michael; HO, Koc-Kan; WO2013/13188; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

13096-31-6, 5-Hydroxypiperidine-2-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 23 1-(3-Mercaptopropanoyl)-5-Hydroxy-L-Pipecolic Acid By substituting 5-hydroxy-L-pipecolic acid for L-proline in procedure of Example 13 and then treating the product by the Procedure A of Example 18, 1-(3-benzoylthiopropanoyl)-5-hydroxy-L-pipecolic, and 1-(3-mercaptopropanoyl)-5-hydroxy-L-pipecolic acid are obtained.

13096-31-6, As the paragraph descriping shows that 13096-31-6 is playing an increasingly important role.

Reference：
Patent; E. R. Squibb & Sons, Inc.; US4046889; (1977); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.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

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.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