Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78190-11-1,1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.,78190-11-1

[1247] A solution of Example A (18 g, 62 mmol). in THF (250 mL, 0.25 M) was treated with trichloroacetimidate (28 mL, 155 mmol) and BF3.Et2O (18 mL, 1 mL/g) at ambient temperature. After 18 h the reaction mixture was quenched with solid NaHCO3 followed by water and stirred vigorously. Then the solvent was removed, and partitioned with ethyl acetate (250 mL). The organic layer was separated and washed with brine (3×80 mL), dried (Na2SO4) and evaporated to dryness under reduced pressure to obtain the crude product. The title compound (19.2 g, 96%) was obtained by flash chromatography on silica gel eluting with 20% acetone:hexane. MS (ESI) m/e 320 (M+H)+.

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Abbott Laboratories; US2004/116518; (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.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

Example 24 1-Methyl-4-(4-nitrophenoxymethyl)piperidine (24): A mixture of 1-chloro-4-nitrobenzene (23) (2.37 g, 15.0 mmol), alcohol 22 (1.94 g, 15.0 mmol), and DMSO (25 mL) was treated portionwise with NaH (60% in mineral oil, 660 mg, 16.5 mmol) at 40 C. The mixture was stirred at 70 C. for 3 h, poured into water (150 mL), and extracted with Et2O (5*100 mL). The combined organic fractions were washed with water (250 mL) and brine (250 mL), dried (MgSO4), and the solvent was removed in vacuo. The resulting solid was recrystallized from Et2O to give 24 (3.12 g, 83%) as yellow needles. 1H NMR (300 MHz, CDCl3): delta=1.36-1.56 (m, 2H, 3-Hax, 5-Hax), 1.75-1.91 (m, 3H, 3-Heq, 4-H, 5-Heq), 1.98 (dt, J=11.9, 1.9 Hz, 2H, 2-Hax, 6-Hax), 2.30 (s, 3H, NMe), 2.85-2.98 (m, 2H, 2-Heq, 6-Heq), 3.90 (d, J=5.8 Hz, 2H, OCH2), 6.94 (mc, 2H, 2′-H, 6′-H), 8.19 (mc, 2H, 3′-H, 5′-H) ppm. -13C NMR (50.3 MHz, CDCl3): delta=28.9 (C-3, C-5), 35.1 (C-4), 46.4 (NMe), 55.3 (C-2, C-6), 73.3 (OCH2), 114.3 (C-2′, C-6′), 125.8 (C-3′, C-5′), 141.3 (C-4′), 164.1 (C-1′) ppm. -MS (70 eV, EI): m/z (%)=250 (79) [M]+, 249 (100) [M-H]+. -C13H18N2O3 (250.29): calcd. C, 62.38; H, 7.25; found C, 62.25; H, 7.40., 20691-89-8

As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.

Reference：
Patent; Beusker, Patrick Henry; De Groot, Franciscus Marinus Hendrikus; Tietze, Lutz F.; Major, Felix; Joosten, Johannes Albertus Frederikus; Spijker, Henri Johannes; US2009/318668; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1-(tert-butyl) 4-ethyl piperidine-1,4-dicarboxylate (5g, 19.4mmol) in EtOH (5OmL) was added hydrazine hydrate (9.7g, 19.4mmol) dropwise. The mixture was refluxed for 16 h. The TLC showed reaction to be complete. The solvent was removed under reduced pressure. The residue was triturated with Et20 (lOOmI) to afford tert-butyl 4-(hydrazinecarbonyl) piperidine- 1 -carboxylate as off white solid. Yield: 4.lg (87%); 1H NMR (400 MHz, DMSO-d6): 8.99 (5, 1H), 3.91 (bs, 6H), 2.67 (bs, 2H), 2.17-2.25 (m, 1H), 1.56-1.61 (m, 2H), 1.44 (5, 9H); MS (ESl+) for CHNOS m/z 244.31 [M+H]., 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; DISCUVA LTD.; MEO, Dr Paul; KHAN, Dr. Nawaz; (284 pag.)WO2018/37223; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.,10338-57-5

A solution of the compound m2 (0.3323 g, 1 mmol) and 4-piperidin-1-yl-benzaldehyde (0.2081 g, 1.1 mmol) was added to a rear wall pressure vessel followed by 2 mL of DMSO, 10 mL of trimethylchlorosilane, C for 48 h. After TLC monitoring reaction, the crude product was purified by silica gel column chromatography (eluent: V (ethyl acetate): V (methanol): V (ammonia) = 10: 1: 0.1) To give a pale yellow solid, 0.4281 g, 85% yield.

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sun Yat-Sen University; HUANG, ZHISHU; TAN, JIAHENG; WANG, YUQING; (41 pag.)CN106220631; (2016); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, Phenylmagnesium bromide 1M in THF solution (28.9 mL, 28.9 mmol) (Aldrich) was added to a solution of tert-butyl 2-oxopiperidine-1-carboxylate (5.0 g, 25.1 mmol) (Aldrich) in THF (100 mL) at -78 C. Mixture was stirred at -78 C. for 40 minutes, and then poured into brine. The aqueous phase was extraced with ethyl acetate (2×) and the combined organic phase was dried (magnesium sulfate), filtered, and concentrated. The residue was purified by flash chromatography eluting with 5-40% ethyl acetate in hexanes to give tert-butyl 5-oxo-5-phenylpentylcarbamate. (Yield 4.97 g, 71.4%).

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

Reference：
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72752-52-4, 2-Piperidinobenzonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,72752-52-4

General procedure: Intermediates benzylamino (Figures 2) Protocol A: to a solution of 2-substituted benzonitrile (1 eq.) in THF (50 mL for 50 mmol of starting material) was added phenyl magnesium bromide 1 M (2 eq.) at rt under N2 atmosphere. After completion of the imine formation, MeOH was added to quench the excess of Grignard reagent at 0C. Then, reducing agent (either NaBH4/MeOH, Zn/AcOH, Zn/ammonium acetate/am monia/EtOH or ammonium formate/Pd(OH)2/EtOH) (1 .5 eq. – 2 eq.) was added either directly to the reaction mixture or imine intermediate was isolated before. The reaction was stirred at rt or gently heated at 40-60C. The completion of the reaction was monitored by TLC.

The synthetic route of 72752-52-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENFIT; DELHOMEL, Jean-Francois; WALCZAK, Robert; MAJD, Zouher; PIHAN, Emilie; BONNET, Pascal; PERSPICACE, Enrico; (198 pag.)WO2016/102633; (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.358789-72-7,4-((1-Methylpiperidin-4-yl)oxy)aniline,as a common compound, the synthetic route is as follows.

General procedure: The reaction of 2,4-dichloro-5-nitropyrimidine withisopropylamine produced intermediate 2-chloro-N-isopropyl-5-nitropyrimidin-4-amine. 4-Fluoronitrobenzene reacted with1-methylpiperazine in DMSO yielded the intermediate 1-methyl-4-(4-nitrophenyl)piperazine in the presence of K2CO3. The catalytichydrogenation of 1-methyl-4-(4-nitrophenyl)piperazine with palladiumon carbon (Pd/C, 5%) quantificationally provided thedesired 4-(4-methylpiperazin-1-yl) aniline. Refluxing of the 2-chloro-N-isopropyl-5-nitropyrimidin-4-amine with 4-(4-methylpiperazin-1-yl)aniline in n-butanol yielded N4-isopropyl-N2-(4-(4-methylpiperazin-1-yl)phenyl)-5-nitropyrimidine-2,4-diamine,which was reduced to intermediate A1 with a good yield by catalytichydrogenation using Pd/C as a catalyst. Intermediates A wereprepared as these steps and used for the next step without furtherpurification. These processes were carried out as reported

358789-72-7, 358789-72-7 4-((1-Methylpiperidin-4-yl)oxy)aniline 16765164, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Hei, Yuan-Yuan; Shen, Ying; Wang, Jin; Zhang, Hao; Zhao, Hong-Yi; Xin, Minhang; Cao, Yong-Xiao; Li, Yan; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 2173 – 2185;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

EXAMPLE 2 Preparation of 2-[4-(5-trifluoromethyl-3-chloro-2-pyridyloxy)-phenoxy]propionic acid, N-hydroxypiperidine ester To a round bottom flask was charged 1.9 grams (5 millimole) of of 2-[4-(5-trifluoromethyl-3-chloro-2-pyridyloxy)-phenoxy]-propionyl chloride dissolved in 20 ml of methylene chloride under nitrogen, plus 0.5 ml (6.3 millimole) of pyridine. The solution was cooled in an ice bath, and to this was added 600 mg (6.7 millimole) of N-hydroxypiperidine dissolved in 5 ml methylene chloride. The reaction was complete after the addition of the amine was completed, and the reactants were further stirred for 5 minutes at 0 C., then 10 minutes at room temperature. The reactants were thereafter poured into water and washed sequentially with one molar hydrochloric acid, followed by water and brine, then dried over magnesium sulfate, yielding 1.6 grams of the subject compound which was identified as such by conventional analytical techniques.

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

Reference：
Patent; Stauffer Chemical Company; US4613357; (1986); 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.89895-06-7,1-(Piperidin-4-yl)ethanone hydrochloride,as a common compound, the synthetic route is as follows.

89895-06-7, [0214] 1-(Piperidin-4-yl)ethanone hydrochloride (4.5 g, 8.32 mmol) was added to 30 ml of formic acid and 30 ml of formaldehyde and the mixture was stirred with reflux for 18 hrs. The solvent was concentrated under reduced pressure and to the solution were added hydrochloric acid and acetone. The resulting solid was filtered to give the white title compound (6.36 g, 95.0 %). 1H NMR (400 MHz, CDCl3) delta 2.80 (m, 2H), 2.21 (s, 3H), 2.16 (m, 1H), 2.09 (s, 3H), 1.94 (m, 2H), 1.80 (m, 2H), 1.63 (m, 2H).

The synthetic route of 89895-06-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Beyondbio Inc.; MIN, Changhee; OH, Byungkyu; KIM, Yongeun; PARK, Changmin; (98 pag.)EP3255042; (2017); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

20691-92-3, 1-Methylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the nitrile / sulfone (1.2 mmol) in THF (5 ml) at -78 oC (under an N2atmosphere) was added LiHMDS (1.2 mL of 1 M in THF, 1.2 mmol) dropwise and thereaction mixture was stirred at this temperature for 5 minutes. The heterocycle (1 mmol,1 eq.) was added at while the reaction mixture was at -78oC, the cooling bath wasremoved and the reaction mixture was stirred until the reaction was judged complete byLCMS analysis (generally 1 h). Solid KMnO4 (316 mg, 2 mmol, 2 eq.) and acetonitrile(1 ml) were added and the reaction mixture was stirred at room temperature until thereaction was judged complete by LCMS analysis (generally 4-6 h). The reaction mixturewas poured into saturated aqueous NaHCO3 and the layers separated. The aqueous layerwas then extracted with EtOAc (3x). All organics were combined, washed with water,brine, dried (Na2SO4) and evaporated to dryness. Purification by silica gel columnchromatography (12 g Isco silica cartridge) using hexanes and EtOAc gave the desiredproducts., 20691-92-3

The synthetic route of 20691-92-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Anderson, Corey; Moreno, Jesus; Hadida, Sabine; Synlett; vol. 25; 5; (2014); p. 677 – 680;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem