Heterocyclic Building Blocks-piperidine

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

24537-50-6, 2-Oxopiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-oxopiperidine-4-carboxylic acid (21.3 g) in tetrahydrofuran (300 mL) was added 60% sodium hydride (18 g, containing mineral oil) under cooling to 0C. The reaction mixture was stirred for 30 min under cooling to 0C. To the reaction mixture was added dropwise 1- (bromomethyl) -2, 4-bis (trifluoromethyl) benzene (46 g) under cooling to 0C, and the mixture was further stirred at 80C for 2 days. Water was added to the reaction mixture under cooling to 0C, and the mixture was extracted with ethyl acetate. To the aqueous layer was further added 10% hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (32 g) .? NMR (400 MHz, CDC13) delta 2.03-2.09 (1H, m) , 2.18-2.24 (1H, m) , 2.81-2.82 (2H, m) , 2.97-3.01 (1H, m) , 3.28-3.31 (2H, m) , 4.66 (1H, d, J = 16.0 Hz), 5.10 (1H, d, J = 16.0 Hz), 7.50 (1H, d, J = 8.0 Hz), 7.78 (1H, d, J = 8.0 Hz), 7.91 (1H, s) .MS (ESI+) : [M+H]+ 370., 24537-50-6

24537-50-6 2-Oxopiperidine-4-carboxylic acid 55286080, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); 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.211108-50-8,tert-Butyl 3-fluoro-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride in mineral oil (60percent, 0.18 g, 4.6 mmol) was suspended in THF (12 mL) and methyl 2-(dimethoxyphosphoryl)acetate (0.84 g, 4.6 mmol) was added drop wiseat 0 C. The reaction mixture was stirred at 0 00 for 1 h then tert-butyl-3-fluoro-4-oxo- piperidine-1-carboxylate (1.0 g, 4.6 mmol) in THF (5 mL) was added drop wise at 0 C. The reaction mixture was stirred at rtfor 16 h, then quenched with water (10 mL). The reaction mixture was extracted with EtOAc (3 x 20 mL), the organic layers were combined and washed with sat. NaHCO3 sol. (20 mL) and brine (20 mL) then dried(Na2504). The solvents were removed in vacuo and the residue was purified by column chromatography (normal phase, [Biotage SNAP cartridge KP-sil 25 g, 40-63 tim, 60 A, 25 mL per mm, gradient 0percent to 35percent EtOAc in Isohexane]) to give teit-butyl 3-fluoro-4-(2-methoxy-2-oxoethyl idene)pi peridine- 1 -carboxylate (0.94 g, 75percent).1H NMR: (400 MHz, DMSO-d6) oe: 1.39 (d, J = 2.5 Hz, 9 H), 2.20 – 2.35 (m, 1 H), 2.74 -2.96 (m, 2 H), 3.64 (d, J= 2.0 Hz, 3 H), 4.02-4.20 (m, 1 H), 4.22-4.43 (m, 1H), 5.05(ddd, J= 47.5, 4.5, 3.5 Hz, 1 H), 5.98 (5, 1 H), 6.19 (5, 0.5H), 6.31 (5, 0.5H)

211108-50-8, The synthetic route of 211108-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; BROWN, Giles Albert; TEHAN, Benjamin Gerald; PICKWORTH, Mark; CANSFIELD, Julie Elaine; (105 pag.)WO2015/140559; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

496807-97-7, Step 2:; To a solution of 37a2 (100 mg, 0.18 mmol) and 3,3-difluoropiperidine hydrochloride (31 mg, 0.20 mmol) in DCE (1.5 ml.) is added NaBH(OAc)3 (52 mg, 0.25 mmol). The mixture is stirred at RT overnight, then water is added. The mixture is extracted with DCM (3x), the organics are dried and concentrated under reduced pressure. Purification by combiflash (15% EtOAc in hex) gives 37a3.

The synthetic route of 496807-97-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/76747; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem