Day: November 5, 2020

769944-78-7,769944-78-7, 1-N-Boc-4-(4-Bromophenyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of tert-butyl 4- (4-bromophenyl) piperidine-1-carboxylate (510 mg, 1.499 mmol) , 4, 4, 4′, 4′, 5, 5, 5′, 5′-octamethyl-2, 2′-bi (1, 3, 2-dioxaborolane) (761 mg, 3 mmol) and KOAc (441 mg, 4.5 mmol) in DME (20 ml) was degassed with N2 and PdCl2 (dppf) -CH2Cl2 (122 mg, 0.15 mmol) was added. The resulting mixture was degassed with N2 again and was heated to 80 overnight. After cooling to rt, the mixture was added with 10mL of NH4Cl (aq) , and extracted with EtOAc (20mL ¡Á 2) . The combined organic phase was washed with brine (20mL) , dried over Na2SO4 (anhydrous) , filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (EA/Hexane 0: 100-1: 5) to give the title compound (500 mg , 86) . 1H NMR (400 MHz, CDCl3) delta ppm 1.27 (s, 9H) , 1.34 (s, 12H) , 1.57 -1.72 (m, 2H) , 1.82 (br d, J13.05 Hz, 2H) , 2.66 (br s, 1 H) , 2.80 (br t, J12.05 Hz, 2H) , 4.25 (br d, J12.80 Hz, 2H) , 7.11 -7.42 (m, 2H) , 7.77 (d, J8.03 Hz, 2H) . LC-MS: [M+H-100] + 288.2.

As the paragraph descriping shows that 769944-78-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; MOTZ, Gregory; MAVRAKIAS, Konstantinos John; LIU, Jinbiao; LIU, Lei; ZHENG, Qiangang; XUN, Guoliang; XIAO, Qitao; (417 pag.)WO2017/114497; (2017); 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.24228-40-8,Ethyl N-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.,24228-40-8

Step 1. 1-Benzylpiperidine-4-carboxylic acid Ethyl 1-benzylpiperidine-4-carboxylate (13.73 g) in methanol (100 ml) was treated with 40% aqueous sodium hydroxide (8.3 ml) at room temperature 16 h. The solvent was removed in vacuo and the residue re-dissolved in water (100 ml), acidified with dilute hydrochloric acid to pH 4 and concentrated. The residue was extracted with hot ethanol (200 ml), filtered and concentrated again. Addition of dichloromethane resulted in crystallization giving the title compound as a colourless crystaline solid, (3.24 g, 27%). Removal of solvent from the filtrate and trituration with ether gave a second batch as an amorphous white solid, (9.24 g, 73%); numax (CH2 Cl2) 2496 (vbr), 1720 and 1604 (br) cm-1.

The synthetic route of 24228-40-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hinks; Jeremy David; Takle; Andrew Kenneth; Hunt; Eric; US6020368; (2000); 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.73579-08-5,1-Methyl-4-(methylamino)piperidine,as a common compound, the synthetic route is as follows.

To a mixture of Scheme 43 compound 1 (1.0 g, 4.90 mmol), Scheme 43 compound 2 (630 mg, 4.90 mmol), Cs2C03 (4.8 g, 14.80 mmol) and Xantphos (286 mg, 0.49 mmol) in dry toluene (10 mL) was added Pd(OAc)2 (111 mg, 0.49 mmol) and the reaction mixture was heated to 100 ¡ãC for 4 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT, passed through a pad of celite and washed with EtOAc. The filtrate was washed with water and brine, dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with CH2Cl2/MeOH 100/0 gradually increasing to 95/5) to give Scheme 43 compound 3 (1.0 g, 83percent) as a yellow solid. MS [ESI, MH+] = 251.15., 73579-08-5

The synthetic route of 73579-08-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

620611-27-0, tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

620611-27-0, fe/Y-butyl 4-((3 ,5-dichlorobenzamido)methyl)-4-fluoropiperidine- 1 -carboxylate (4-5); 1-Hydroxybenzotriazole (6.27 g, 46.4 mmol) and 3,5-dichlorobenzoic acid (8.13 g, 42.6 mmol) were suspended in 210 mL dry CH2Cl2. Diisopropylethylamine (13.5 mL, 77.4 mmol) was added and all compounds went into solution. Amine 4-4 (10.4 g crude, 38.7 mmol) was added in 210 mL dry CH2CI2. PS-carbodiimide resin (59.5 g, 77.4 mmol) was then added and the mixture was stirred for 14 h. MP-carbonate resin (41.8 g, 120 mmol) was added and stirring was resumed for 3 h. The reaction was then filtered to remove resin and concentrated in vacuo, yielding 22.2 g of crude 4-5 as a viscous yellow oil. The crude amide 4-5 was carried forward. 1HNMR (CDCl3, 300 MHz): 7.94 (d, J= 1.8 Hz, IH),7.66 (d, J= 1.8 Hz, 2H), 6.44 (br t, IH)5 3.93 (br, 2H), 3.65 (br, 2H), 3.12 (br t, 2H), 1.83 (br t, 2H), 1.67 (m, 2H), 1.46 (s, 9H); MS (Electrospray): m/z 427.1 (M+Na), 349.1 (M-t-Bu+H).

As the paragraph descriping shows that 620611-27-0 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2007/2884; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

657-36-3,657-36-3, 4-Trifluoromethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 3 (4, 5) (0.10 mmol) in DMSO (10 ml) were added ZH (0.12 mmol) and K2CO3 (27.6 mg 0.20 mmol). After stirring at 80 ¡ãC for 8 hours, the mixture was cooled to room temperature and poured into water, the precipitation was filtered and dried directly for next step. To a solution of above solid (0.10 mmol) in dry THF (10 ml) was added LiAlH4 (11.4 mg, 0.30 mmol) at 0 ¡ãC. After stirring at room temperature for 4 h, the mixture was quenched with water and extracted by CH2Cl2 (10 ml). The extraction was dried over anhydrous MgSO4 and filtered. The filtration was concentrated for next step. To a solution of above crude solid (0.12 mmol) in dry CH2Cl2 (10 ml) were added compound 6 (7-11) (0.10 mmol), TEA (22.2mg, 0.22 mmol) and BopCl (30.4 mg, 0.12 mmol). After stirring at room temperature for 12 h, the mixture was washed with brine and dried over anhydrous MgSO4, filtered and concentrated. The residue was purified by silica gel column (CH2Cl2 : MeOH = 100 : 1) to yield compounds 1, 2, A, B, C.

The synthetic route of 657-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Hongjian; Lv, Kai; Li, Xiaoning; Wang, Bo; Wang, Apeng; Tao, Zeyu; Geng, Yunhe; Wang, Bin; Huang, Menghao; Liu, Mingliang; Guo, Huiyuan; Lu, Yu; Chinese Chemical Letters; vol. 30; 2; (2019); p. 413 – 416;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79099-07-3,79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetonitrile (2.06 g, 50.18 mmol) was added to tetrahydrofuran (30.00 mL); added dropwise with n-butyl lithium (2.5 M, 20.07 mL) at -78 C and under nitrogen protection,and stirred at -78 C for 1 hour. 4-oxoperidine-1-formic acid tert-butyl ester (5.00g, 25.09 mmol) was added to the reaction solution under nitrogen protection at -78-25 C, and the reaction mixture was stirred at -78-25 C for 9 hours. TLC showed that new products appeared but the raw materials were not completely consumed. The reaction solution was concentrated, added with ethyl acetate (10 mL) and water (20 mL), and then extracted with ethyl acetate (20 mL) three times. The combined organic phases were dried over anhydrous sodium sulfate (5 g), concentrated, separated and purified by column chromatography (PE: EA = 5:1 to 2:1) to give compound 11A. 1H NMR (400MHz, deuterated chloroform) delta = 3.91 (br s, 2H), 3.15 (br t, J=11.6 Hz, 2H), 2.54 (s, 2H), 1.77 – 1.70 (m, 2H), 1.67 – 1.60 (m, 2H), 1.46 (s, 9H).

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medshine Discovery Inc.; LIU, Xile; DING, Charles Z.; CHEN, Shuhui; WU, Lingyun; HU, Lihong; WAN, Haiwen; (118 pag.)EP3567030; (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.1254058-34-8,3-Methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline,as a common compound, the synthetic route is as follows.

(5) Under an argon atmosphere, to a mixture of 2-chloro-5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidine (1.03 g), 3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]aniline (1.29 g), 1,1′-binaphthalene-2,2′-diylbis(diphenylphosphine) (609 mg), cesium carbonate (3.19 g), and dioxane (20.6 mL) was added palladium acetate (146 mg) at room temperature, followed by stirring at 100 C. for 4 hours. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/methanol/concentrated aqueous ammonia), purified by basic silica gel columnchromatography (ethyl acetate), and then solidified with ethyl acetate and then with ethanol to obtain 5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]-N-{3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}pyrimidin-2-amine (Compound A: 830 mg). MS (ESI+): 585 [(M+H)+]. NMR (DMSO-d6): 1.45-1.60 (2H, m), 1.73-1.84 (2H, m), 2.14 (3H, s), 2.17-2.58 (11H, m), 3.24-3.36 (2H, m), 3.75 (3H, s), 3.87 (6H, s), 5.16 (2H, s), 6.79 (1H, d, J=8.8 Hz), 7.07 (1H, t, J=8.4 Hz), 7.24 (1H, dd, J=8.8, 2.4 Hz), 7.32 (1H, d, J=2.4 Hz), 8.29 (2H, s), 9.21 (1H, s)., 1254058-34-8

1254058-34-8 3-Methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline 68014035, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTELLAS PHARMA INC.; FUTAMI, Takashi; TAKESHITA, Rumi; (12 pag.)US2016/199371; (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.255051-14-0,4-(2-(Trifluoromethyl)phenyl)piperidine hydrochloride,as a common compound, the synthetic route is as follows.

2-Amino 4,6-dichloro pyrimidine (0.164 g, 1 mmol), 4-(2-trifluoromethyl-phenyl)-piperidine hydrochloride (0.266 g, 1 mmol), and cesium carbonate (0.684 g, 2.1 mmol) were dissolved in a mixture of 1,4-dioxane (5 ml) and H2O (5 ml) in a 20 ml microwave vial. The mixture was stirred at 210 C. for 20 minutes in a microwave reactor. Solvent was removed and the residue was dissolved in 5% methanol in CH2Cl2 (20 ml), dried over Na2SO4 and concentrated to get the crude intermediate, 4-chloro-6-[4-(2-trifluoromethyl-phenyl)-piperidin-1-yl]-pyrimidin-2-ylamine (0.42 g) which was directly used in the following step. The crude intermediate (0.42 g), L-p-borono-phenylalanine (0.209 g, 1 mmol), sodium carbonate (0.210 g, 2 mmol), and dichlorobis(triphenylphosphine)-palladium(II) (35 mg, 0.05 mmol) were dissolved in a mixture of MeCN (2.5 ml) and H2O (2.5 ml) in a 10 ml microwave vial. The vial was sealed and stirred in a microwave reactor at 150 C. for 6 minutes. The mixture was filtered, and the filtrate was concentrated. The residue was dissolved in MeOH and H2O (1:1) and purified by preparative HPLC using MeOH/H2O/TFA as the solvent system to afford 2-amino-3-(4-{4-(2-trifluoromethyl-phenyl)-piperidine-1-yl]-pyrimidin-4-yl}-phenyl)-propionic acid as a TFA salt. HPLC: Method A, Retention time=3.203 min. LCMS M+1 486. 1H NMR (400 MHz, CD3OD) delta 1.80-2.20 (m, 5H), 3.0-3.16 (m, 2H), 3.22-3.42 (m, 2H), 4.22 (t, 1H), 4.42-4.54 (m, 1H), 5.22-5.34 (m, 1H), 6.80 (s, 1H), 7.40 (t, 1H), 7.50-7.60 (m, 4H), 7.68 (d, 1H), 7.82 (d, 2H)., 255051-14-0

The synthetic route of 255051-14-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Devasagayaraj, Arokiasamy; Jin, Haihong; Liu, Qingyun; Marinelli, Brett; Samala, Lakshama; Shi, Zhi-Cai; Tunoori, Ashok; Wang, Ying; Wu, Wenxue; Zhang, Chengmin; Zhang, Haiming; US2007/191370; (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.3433-37-2,2-(Hydroxymethyl)piperidine,as a common compound, the synthetic route is as follows.

3433-37-2, A. (l-Benzylpiperidin-2-yl)methanol (compound 13) To a stirred solution of piperidine-2 -methanol (12; 6 g, 52.09 mmol) in dimethylformamide (DMF, 50 mL) were added successively K2CO3 (10.78 g, 78.14 mmol) and benzyl bromide (6.85 mL, 57.30 mmol) at 0¡ãC and the mixture stirred at rt for 16 hours. The reaction mixture was then filtered and the filtrate was concentrated. The residue was dissolved in EtOAc and the organic layer was washed with water and brine solution. The organic layer was dried over Na2S04, filtered and concentrated. The crude material was purified by chromatography on 230-400 mesh silica gel eluting with 30percent EtOAc-hexane to provide compound 13. Yield: 6.0 g (56.6percent); 1H-NMR (400 MHz, CDC13): delta 7.37-7.21 (m, 5H), 4.05 (d, J= 13 Hz, 1H), 3.85 (dd, J= 11, 4 Hz, 1H), 3.50 (dd, J= 11, 4 Hz, 1H), 3.30 (d, J= 13 Hz, 1H), 2.88-2.83 (m, 1H), 2.69 (brs, 1H), 2.47-2.43 (m, 1H), 2.17-2.11 (m, 1H), 1.70-1.54 (m, 4H), 1.40-1.33 (m, 2H).

The synthetic route of 3433-37-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENDO PHARMACEUTICALS INC.; GUPTA, Sandeep; PRIESTLEY, Tony; LAPING, Nicholas, James; WO2014/28675; (2014); 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.1171080-45-7,(2S,5R)-Benzyl 5-((benzyloxy)amino)piperidine-2-carboxylate oxalate,as a common compound, the synthetic route is as follows.

Example 2aBenzyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate ethanedioate (1:1) (50 g, 113.8 mmol) was mixed with a solution of ammonia in methanol (7N, 700 ml) and agitated until the reaction was deemed to be complete. The mixture was filtered to remove ammonium oxalate byproduct, the ammonium oxalate cake was washed with methanol (2¡Á50 ml) and the combined filtrates were concentrated to 250 ml. Toluene (500 ml) was added and the solution was concentrated to 250 ml causing the product to precipitate. Toluene (500 ml) was added, and the mixture was heated to 80 C. and cooled to 0 C. The product was isolated by filtration, washed with methyl tert-butyl ether (MTBE) (100 ml), and dried to yield a white crystalline solid (26.9 g, 108 mmol, 95%).1H NMR (400 MHz, DMSO) deltaH 1.12 (1H, m), 1.27 (1H, m), 1.83 (2H, m), 2.22 (1H, dd), 2.76 (1H, m), 2.89 (1H, dd), 3.14 (1H, dd), 4.58 (2H, s), 6.46 (1H, d), 6.91 (1H, s), 7.09 (1H, s), 7.32 (5H, m).

1171080-45-7, The synthetic route of 1171080-45-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LTD.; US2012/323010; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem