Day: September 15, 2020

52763-21-0, Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,52763-21-0

General procedure: To a solution of sodium methoxide (25 wt-% in methanol) (67.6 mL, 296 mmol) and methanol (70 mL) at 25 C was added formamidine acetate (11.00 g, 106 mmol) and then ethyl N-benzyl-3-oxo-4-piperidine carboxylate hydrochloride (25.16 g, 84 mmol). The resulting mixture was stirred at 25 C for 20 h. The mixture was cooled to 0 C. Water (90mL) was added, followed by the dropwise addition of acetic acid (6.05 mL, 106 mmol), and the reaction mixture was stirred at 25 C for another 3 h. The mixture was reduced in volume under vacuum until most of the methanol had been removed. The suspension was filtered. The solids were washed with water and thendried under vacuum to afford 7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one (16.10 g, 79 %) as an off-white solid; LC/MS:m/z 242.06 (M + H)+, 0.598 min (method 12). 1H-NMR (500 MHz, CDCl3) delta12.61 (br s, 1 H), 7.99 (s, 1 H), 7.38-7.26 (m, 5 H),3.73 (m, 2 H), 3.50 (m, 2 H), 2.74 (m, 2 H), 2.66 (m, 2 H).

The synthetic route of 52763-21-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Swidorski, Jacob J.; Liu, Zheng; Yin, Zhiwei; Wang, Tao; Carini, David J.; Rahematpura, Sandhya; Zheng, Ming; Johnson, Kim; Zhang, Sharon; Lin, Pin-Fang; Parker, Dawn D.; Li, Wenying; Meanwell, Nicholas A.; Hamann, Lawrence G.; Regueiro-Ren, Alicia; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 160 – 167;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

37656-48-7, 4-(4-Fluorophenyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 5 was synthesized from 4-fluoro-4-phenylpiperidine using the reaction scheme detailed in the synthesis of Intermediate 4. A mixture of methyl and dimethyl compounds were synthesized.

37656-48-7, 37656-48-7 4-(4-Fluorophenyl)piperidine 2759136, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO. INC.; WO2004/82682; (2004); 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.1283095-48-6,tert-Butyl 4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate,as a common compound, the synthetic route is as follows.

2,2,6,6-Tetramethylpiperidine (18.7 mL, 1 10.5 mmol) is added overtetrahydrofuran (200 mL), and solution is cooled under nitrogen at -78C. 2.5 M solution of butyl lithium in hexane (37.2 mL, 93 mmol) is added and mixture is stirred for 30 min at -78C. Over the fresh lithium 2,2,6,6-tetramethylpiperidine solution is added a solution of tert-butyl spiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-l’- carboxylate (20 g, 58.2 mmol) in tetrahydrofuran (90 mL) keeping temperature below -70C. After 20 min a solution of N-fluorobenzenesulfonimide (30.26 g, 93.07 mmol) in tetrahydrofuran (200 mL) previously cooled under nitrogen at -20C is added via cannula. After 1 hr. stirring, water (20 mL) and aqueous solution of ammonium chloride (50 mL) are added. Then, organic layer is separated and the aqueous is washed twice with methyl t-butyl ether (2 x 25 mL). Organics are combined and solvent is evaporated under reduced pressure. Crude material is purified by normal phase HPLC using hexane/ methyl t-butyl ether as solvents to give tert-butyl 2- fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-r-carboxylate in 50% yield. MS (m/z): 328 (M+l)., 1283095-48-6

1283095-48-6 tert-Butyl 4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]-1-carboxylate 52951550, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

73874-95-0, tert-Butyl piperidin-4-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tert- vXy piperidin-4-ylcarbamate (3.00 g, 15.00 mmol), 6- chloronicotinonitrile (2.08 g, 15.00 mmol) and Na2C03(3.20 g, 30.19 mmol) in DMF (40 mL) was heated to 90 C and stirred for 4 h. The reaction mixture was cooled to room temperature, diluted with water (120 mL), and extracted with EtOAc (100 mL x 3). The combined organic phases were washed with brine (300 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was washed with PE/EtOAc (10/1 (v/v), 80 mL) to give the title compound as a white solid (4.50 g, 99 %).MS ( ESI, pos. ion) m/z: 247.0 [M-C4H8+ H]+; H NMR (400 MHz, CDCb): delta (ppm) 8.40 (d, J = 2.36 Hz, 1H), 7.62-7.59 (dd, J = 2.36 Hz, 9.08 Hz, 1H), 6.63 (d, J = 9.08 Hz, 1H), 4.45 (m, 1H), 4.36-4.33 (m, 2H), 3.75 (m, 1H), 3.14-3.07 (m, 2H), 2.08-2.06 (m, 2H), 1.45 (s, 9H), 1.43-1.37 (m, 2H)., 73874-95-0

As the paragraph descriping shows that 73874-95-0 is playing an increasingly important role.

Reference£º
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

To a solution of (S) -1-phenylethyl 2 -bromo- 2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol) . The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4- methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 0C (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL) , washed (H2O x2 , brine), dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S, R) -isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S, S)- isomer (0.120 g, 23%), also as a white solid. (S, R)- isomer: 1H NMR (CD3OD) 5 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, ,7=6.6 Hz, IH) , 4.05 (s, IH), 2.56-2.45 (m, 2H), 2,41-2.29 (m, 2H), 1.71-1.49 (m, 4H) , 1.38 (d, J=6.6 Hz, 3H), 1.18 (s, 3H) . LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H) + . (S, S) -isomer : 1H NMR (CD3OD) 6 7.41-7.30 (m, 5H) , 7.20-7.14 (m, 3H), 7.06-7.0096 (m, 2H), 5.85 (q, J=6,6 Hz, IH), 4.06 (s, IH), 2.70-2.60 (m, IH), 2.51 (dt, J=6.6 , 3.3 Hz, IH), 2.44-2.31 (ra, 2H), 1.75-1.65 (m, IH) , 1.65-1.54 (m, 3H), 1.50 (d, <;J=6.8 Hz, 3H), 1.20 (s, 3H) . LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. 3970-68-1, As the paragraph descriping shows that 3970-68-1 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; BACHAND, Carol; RUEDIGER, Edward H.; KADOW, John F.; WO2010/120621; (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.163271-08-7,tert-Butyl (4-methylpiperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

Ethyl 3-chloro-6-(2,3-dichlorophenyl)-5-methoxypyrazine-2-carboxylate (158 mg, 0.44 mmol, 1 equiv), tert-butyl(4-methylpeperidin-4-yl)carbamate (141 mg, 0.7 mmol, 1.5 equiv) and DIPEA (0.15 mL, 0.9 mmol, 2 equiv) were dissolved in DMF (3.16 mL) in glass sealed reactor. The reaction mixture was stirred at 85 C overnight. After cooling to room temperature, water was added and product was purified via column chromatography (Si02, 0- 20%) ethyl acetate in hexane) to afford ethyl 3-{4-[(tert-butoxycarbonyl)amino]-4- methylpiperidin-l-yl}-6-(2,3-dichlorophenyl)-5-methoxypyrazine-2-carboxylate (210 mg, 89%). 1H NMR (400 MHz, DMSO-i) delta 7.70 (dd, J = 6.9, 2.7 Hz, 1H), 7.48 – 7.40 (m, 2H), 6.65 (s 1H), 4.27 (q, J= 7.0 Hz, 2H), 3.88 (s 3H), 3.61 (m, 2H), 2.14 (m, 2H), 1.57 – 1.48 (m, 2H), 1.41 (s, 9H), 1.32 – 1.25 (m, 6H), 163271-08-7

As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); 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.

A solution of 1-benzyl 4-methylpiperidine-1,4-dicarboxylate (10 g) in toluene (100 ml), under nitrogen, was cooled to -78 C. Then DIBAL-H (60.9 ml) was added dropwise at -78 C., and the mixture was stirred for 1 h at that temperature (TLC monitoring). Because the reaction was incomplete, a further 0.2 eq. of DIBAL-H was added and stirring was carried out for a further 30 min (TLC monitoring: some starting material and the corresponding alcohol were detectable). 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 under vacuum. The residue was extracted with ethyl acetate (3¡Á75 ml), dried (Na2SO4) and concentrated under vacuum. The crude product so obtained 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; US2010/222324; (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.185961-99-3,1-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one,as a common compound, the synthetic route is as follows.,185961-99-3

To a stirred solution of {5-[3-chloro-5-(4-methyl-1-piperazinyl)phenyl]-1 ,3,4-oxadiazol- 2-yl}acetic acid (obtainable by hydrolysis of D22, 0.15 g, 0.45 mmol) in N, N- dimethylformamide (5 mL) was added 1-(4-piperidinyl)-1 ,3-dihydro-2H-imidazo[4,5-b] pyridin-2-one (0.107 g, 0.49 mmol), O-(7-azabenzotriazol-1-yl)-lambda/,lambda/,lambda/’,/V- tetramethyluroniumhexafluorophosphate (0.19 g, 0.49 mmol) and N, N- diisopropylethylamine (0.086 mL, 0.49 mmol). The reaction mixture was stirred at room temperature under an atmosphere of argon for 3 hours. LC/MS showed acid starting material present and so further 1-(4-piperidinyl)-1 ,3-dihydro-2H-imidazo[4,5- b]pyridin-2-one (0.107 g, 0.49 mmol), O-(7-azabenzotriazol-1-yl)-lambda/,lambda/,lambda/’,/V- tetramethyluroniumhexafluorophosphate (0.19 g, 0.49 mmol) and N, N- diisopropylethylamine (0.086 mL, 0.49 mmol) were added and the reaction mixture was stirred overnight under an atmosphere of argon. The reaction mixture was concentrated under reduced pressure to give dark yellow oil. The crude product was purified by MDAP. The product containing fractions were combined and concentrated under reduced pressure to give a yellow oil. The title compound was transferred to a sample vial and dried at 40 0C under vacuum for 3 days. LC/MS (ES+ve): [M+H]+ at m/z 537, 539 (C26H29CIN8O3 requires [M+H]+ at m/z 537, 539).1H NMR delta (DMSO-de): 1.68-1.88 (2H, m), 2.04-2.17 (1 H, m), 2.22 (3H, s), 2.30-2.48 (5H, overlapping m), 2.72-2.82 (1 H, m), 3.20-3.40 (assumed 5H, overlapped by water signal, br m), 4.02-4.12 (1 H, m), 4.30-4.58 (4H, overlapping m), 6.90-6.99 (1 H, m), 7.20-7.25 (1 H, m), 7.30-7.33 (1 H, m), 7.38-7.40 (1 H, m), 7.57-7.62 (1 H, m), 7.87- 7.90 (1 H, m), 1 1.25 (1 H, br s).

185961-99-3 1-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one 22293182, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2009/819; (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.7462-86-4,Methyl piperidine-4-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

7462-86-4, EXAMPLE II The purpose of this example is to demonstrate one method for the preparation of a piperidinyl intermediate of Formula III. To a stirred, room temperature, mixture of isonipecotic acid methyl ester hydrochloride (5.00 g, 2.78*10-2 mole), potassium carbonate (7.70 g, 5.57*10-2 mole), and DMF (100 ml) was added 1-(2-bromoethyl)-4-methoxybenzene (5.99 g, 2.78*10-2 mole). The reaction was then immersed in an oil bath which had been preheated to ca. 90 C. The reaction was heated at ca. 90 C. for ca. 17 hours and was then poured into a separatory funnel containing water and a 2:1 mixture of ethyl acetate:toluene. The two phases were mixed and the aqueous layer was separated. The organic layer was washed two times with H20 and once with saturated aqueous NaCl before being dried over anhydrous Na2 SO4. The drying agent was removed by filtration and the filtrate was evaporated at reduced pressure leaving an oil. Purification by flash chromatography (ethyl acetate) and crystallization from cyclohexane gave 1-[2-(4-methoxyphenyl)ethyl]-4-piperidinecarboxylic acid, methyl ester as a colorless solid: 3.98 g (52%), m.p. 66-68 C. Analysis Calculated for C16 H23 NO3: C, 69.29; H, 8.36, N, 5.05. Found: C, 69.50; H, 8.40; N, 4.94.

As the paragraph descriping shows that 7462-86-4 is playing an increasingly important role.

Reference£º
Patent; Merrell Dow Pharmaceuticals Inc.; US4908372; (1990); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

625471-18-3, l-Boc-3-(S)-aminopiperidine (120.0 g, 0.599 mol) was dissolved in 2- methyltetrahydrofuran (540 ml). Pyridine (58.14 ml, 0.719 mol) was added, followed by a line- wash of 2-methyltetrahydrofuran (60 ml). Chloroacetyl chloride (55.32 ml, 0.689 mol) was added dropwise, maintaining the temperature at about 21-25¡ãC, followed by a line wash of 2- methyltetrahydrofuran (60 ml). After 2.5 h at ambient temperature, the reaction mixture was sampled for conversion to 6 by HPLC before the addition of a 16percent w/w aqueous solution of sodium chloride (360 ml). The mixture was stirred for 30 min before separating off the aqueous phase.

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/133389; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem