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.

768-66-1, The A-1 (11.48g, 41.5mmol) was dissolved in 300mL of THF, cooled to 0 , the mixture was added LTMP (LTMP Synthesis: in 500mL of THF, maintained 0 dissolved 0.13molBuLi, 0.14mol 2, 2,2,6,6-tetramethyl piperidine). 0C reaction was stirred for 2 hours, the reaction was quenched with water 200mL, layer of water, the organic layer was spin-dry, with dichloromethane: petroleum ether = 10: 1 (volume ratio) through the column was isolated as a solid (B-1) ( 4.87g, y = 48%).

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

Reference：
Patent; Jilin Optical and Electronic Materials Co., Ltd; Gao, Chunji; Wang, Shikai; Wang, Zhao; Qin, Cuiying; Yin, Enxin; Cui, Dunzhu; (87 pag.)CN105693631; (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.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.,14813-01-5

Under ultrasound, 10 g of dihydropyridine main ring , i.e.,[2,6-dimethyl -4-(3-nitrophenyl)-l ,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester] was placed into 200 mL reaction flask, and 14 mL Nu,Nu-dimethylformamide (DMF) and 56 mL dichloromethane was added. To the resultant homogeneous suspension was added 2.4 mL of thionyl chloride under ice-bath, then the mixture was stirred for 1 hour to obtain a clear solution.Then, 6.3 g of pyridine (alcohol) side chain, i.e., [l-benzyl-3 -hydroxypiperidine] was added and stirred for 2.5 hours under ice-bath.The reaction solution was washed with 40 mL water (x 4) and 40 mL saturated saline solution (x 1). The dichloromethane solution was dried for two hours by adding 4 g of anhydrous sodium sulfate. Then, sodium sulfate solid was removed by filtering, and dichloromethane was recycled under reduced pressure to obtain a yellow to red crude crystal (herein after referred to as crude crystal of benidipine hydrochloride). The crude crystal mentioned above was dissolved in 100 mL acetone, and ultrasounded at 150 W and 40 MHz for 7 minutes, filtered under reduced pressure and dried to obtain 5.9 g of crystal as yellow powder (yield 36.2%)

The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HEFEI BEINI MEDICAL TECHNOLOGY COMPANY, LTD; ZHANG, Zhaoyong; WO2012/142815; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 29; Preparation of 3-(1-Naphthylsulfonyl)-5-(piperidin-3-yloxy)-1H-indazole; 1-Benzyl-3-(4-nitrophenoxy)piperidine; A mixture of 1-benzyl-3-hydroxypiperidine (2.0 g, 10 mmoles), p-fluoronitrobenzene (1.06 ml, 12 mmoles) and sodium hydride (0.285 g, 12 mmoles) in DMF was stirred at room temperature for 3 hours, diluted with H2O and extracted with EtOAc. The extracts were combined, washed sequentially with water and brine, dried over Na2SO4 and concentrated under vacuum. The resultant residue was purified by flash chromatography using as eluent 50% EtOAc/hexane to afford the title compound (3.0 g, 9.43 mmoles).

14813-01-5, The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Wyeth; US2007/54896; (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.5810-56-0,4-Acetamidopiperidine,as a common compound, the synthetic route is as follows.

5810-56-0, EXAMPLE 4 A mixture of 12.5 g of 4-acetamidopiperidine, 15 g of potassium carbonate, 10 g of 2-chloropyridine in 100 ml of dimethylsulfoxide, is heated with stirring for 50 hours to 130 C., then it is cooled, poured into water and the suspension thus obtained is extracted with diethyl ether. The aqueous phase is extracted with methylene chloride, the organic phase is washed with water, it is dried over anhydrous sodium sulfate and evaporated to dryness. Thus, 4-acetamido-1-(2-pyridyl) piperidine is obtained which, after crystallisation in isopropanol and recrystallisation in ethyl acetate, melts at 165 to 168 C. Yield: 4.7 g (24.5% of the theoretical).

The synthetic route of 5810-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sanofi; US4409228; (1983); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-(3-chlorophenyl)-3-phenyl-2-propen-1-yloxy)ethanol (52.2 g, 0.18 mol) and triethylamine (45.7 g, 0.45 mol) in dry toluene (200 ml) kept under a nitrogen atmosphere was cooled to 5 C. and a solution of methanesulphonyl chloride (41.4 g, 0.36 mol) in dry toluene (200 ml) was added dropwise keeping the temperature below 10 C. When addition was complete the reaction mixture was stirred for 1 h at 5 C. Water was added (250 ml) and the mixture was stirred at room temperature for 10 minutes. The phases were separated and the aqueous phase was extracted with a small portion of toluene. The combined organic extracts were washed with brine and dried over sodium sulphate. The mixture was filtered and the filtrate was reduced in vacuo to approximately 500 ml. Ethyl (R)-3-piperidinecarboxylate (56.8 g, 0.36 mol) and potassium carbonate (49.9 g, 0.36 mol) were added and the mixture was heated at reflux temperature for 7 days. The cooled reaction mixture was poured into water (200 ml) and extracted with ethyl acetate (2*200 ml). The combined organic extracts were washed with a sodium citrate buffer solution (pH 5) and then extracted with a 34% aqueous tartaric acid solution (3*100 ml). The combined acidic aqueous extracts were poured into a mixture of ice water (3 1) and ethyl acetate (400 ml). Sodium hydroxide pellets (27.2 g) was added until pH was measured at ca. 4 and the phases were separated. The organic phase was washed with a 5% sodium bicarbonate solution (3*150 ml) and dried over sodium sulphate. The solvent was evaporated in vacuo to give 57.5 g (74%) of (R)-N-(2-(3-(3-chlorophenyl)-3-phenyl-2-propen-1-yloxy)ethyl)-3-piperidinecarboxylic acid ethyl ester as an oil. TLC: rf=0.45 (SiO2; dichloromethane/methanol/acetic acid=20:2:1)., 25137-01-3

As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; Novo Nordisk A/S; US5198451; (1993); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 3 in ethanol (3mL/mmol) were added an aqueous solution of potassium hydroxide (50%, 5mL/mmol) and a benzaldehyde derivative (1.0-3.5equiv.). The solution was refluxed until TLC showed complete disappearance of the starting material (2-5h). After cooling, ethanol was removed under reduced pressure, then the residue was diluted into distilled water (50mL/mmol) and an aqueous solution of hydrochloric acid (10%) was added to adjust the pH to 2-3. The mixture was then extracted with ethyl acetate or dichloromethane. The combined organic layers were washed with water and brine, dried over MgSO4, filtered off and concentrated under reduced pressure to afford the corresponding crude (Z)-2-benzylidenebenzofuran-3(2H)-one derivative., 10338-57-5

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

Reference：
Article; Meguellati, Amel; Ahmed-Belkacem, Abdelhakim; Yi, Wei; Haudecoeur, Romain; Crouillere, Marie; Brillet, Rozenn; Pawlotsky, Jean-Michel; Boumendjel, Ahcene; Peuchmaur, Marine; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 579 – 592;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

86542-94-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.86542-94-1,1-(Piperidin-4-yl)propan-1-one,as a common compound, the synthetic route is as follows.

Step DTo a solution of Intermediate I (1.1 g, 3.1 mmol) in EtOH (15 mL) was added l-Piperidin-4-yl-propan-1- one (437 mg, 3.1 mmol) and DIEA (1.55 g, 12 mmol). The mixture was stirred at 80 C for 3 hours then the mixture was evaporated to dryness. The crude product was purified by silica gel chromatography eluted with PE: EA =(10: 1) to give desired product (0.95 g). MS (m/e): 454 (M + H) + XH NMR (MeOD) delta, 8.55 (s, 1H), 7.65-7.74 (m, 2H), 7.56-7.63 (m, 2H), 7.46-7.54 (m, 2H), 7.42-7.44 (m, 2H), 7.36-7.38 (m, 1H), 4.50-4.80 (m, 2H), 4.23-4.60 (m, 2H),3.64-4.12 (m, 2H), 3.36-3.60 (m, 1H), 2.70-3.12 (m, 3H), 2.23-2.69 (m, 2H), 1.64-2.17 (m, mH), 1.16-1.56 (m, 1H), 0.64-1.15 (m, 3H).

86542-94-1 1-(Piperidin-4-yl)propan-1-one 18620952, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; WANG, Jiabing; SANTARELLI, Vince; HU, Shuangxi; CUI, Mingxiang; HU, Bin; DONG, Jingchao; LUO, Yunfu; SOLL, Richard, M; WO2011/103715; (2011); 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.6258-28-2,2-(2,6-Dioxopiperidin-4-yl)acetic acid,as a common compound, the synthetic route is as follows.

6258-28-2, Example 117 (2R)-N-(4-tert-butyl-3-fluorophenyl)-2-(((2,6-dioxopiperidin-4-yl)acetyl)amino)-2-(4-(methoxymethyl)phenyl)acetamide To a solution of (R)-2-amino-N-(4-(tert-butyl)-3-fluorophenyl)-2-(4-(methoxymethyl)phenyl)acetamide (50 mg, 0.15 mmol), DIEA (0.050 mL, 0.29 mmol) and 2-(2,6-dioxopiperidin-4-yl)acetic acid (27.3 mg, 0.16 mmol) in DMF (2.0 mL) was added HATU (66.2 mg, 0.17 mmol) at room temperature, and the mixture was stirred for 2 hr. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (21.9 mg, 0.044 mmol, 30.3%) as white crystals. MS(API): Calculated 497.6, Found 498.2(M+H) 1H NMR (300 MHz,DMSO-d6) : delta1.29 (9H, s), 2.20-2.40 (5H, m), 3.27 (3H, s), 3.30 (2H,s), 4.38 (2H,s), 5.57 (1H, d, J=7.2 Hz), 7.16-7.35 (4H, m), 7.40-7.54 (3H, m), 8.75 (1H, d, J=7.2 Hz), 10.46 (1H, s), 10.71 (1H, s).

As the paragraph descriping shows that 6258-28-2 is playing an increasingly important role.

Reference：
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

To a solution of 2,2,6,6-tetramethylpiperidine (TMP, 68 muL, 0.403 mmol) in anhydrous t-BuOMe (TBME, 1.6 mL) at -78 C, was added n-BuLi (2.2 M in hexanes, 174 muL). The solution was stirred at room temperature for 20 min and cooled down to -10 C.

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

Reference：
Article; Li, Xiaoyong; Babu, Vaddela Sudheer; Kishi, Yoshito; Tetrahedron Letters; vol. 56; 23; (2015); p. 3220 – 3224;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.948894-26-6,4-Methylpiperidine-4-carbonitrile hydrochloride,as a common compound, the synthetic route is as follows.

948894-26-6, Example 28 (0905) 1 -(2-((2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)amino)-6-methylpyrido[3,4-c/|pyrimidin-8- (0906) (0907) To a solution of 8-chloro-A/-(2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)-6-methylpyrido[3,4- c/|pyrimidin-2-amine (Preparation 1 , 25 mg, 0.063 mmol) in NMP (2 ml_) was added 4- methylpiperidine-4-carbonitrile (20 mg, 0.126 mmol) and triethylamine (0.044 ml_, 0.316 mmol). The reaction was heated to 100 in a closed cap vial for 18 hours. Further 4-methylpiperidine-4- carbonitrile hydrochloride (40 mg, 0.252 mmol) was added and the reaction heated at 120 for a further 5 hours. The reaction mixture was diluted with EtOAc and water. The organic layer was dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-50% EtOAc in cyclohexane followed by elution through an SCX-2 cartridge using MeOH followed by 1 M NH3 in MeOH. The residue was further purified by silica gel column chromatography eluting with 0-1 5% MeOH in EtOAc followed by elution through an SCX- 2 cartridge using MeOH followed by 1 M NH3 in MeOH to afford the title compound (5.1 mg, 17%). 1 H NMR (500 MHz, MeOH-d4): delta ppm 9.13 (s, 1 H), 8.80 (d, J = 8.5 Hz, 1 H), 8.56 (s, 1 H), 7.38 (d, J = 2.0 Hz, 1 H), 7.36 (dd, J = 8.5, 2.0 Hz, 1 H), 7.04 (s, 1 H), 4.70 (br d, J = 13.0 Hz, 2H), 4.29 (q, J = 7.0 Hz, 2H), 3.88 (s, 3H), 3.26 (t, J = 13.0 Hz, 2H), 2.50 (s, 3H), 2.1 0 (br d, J = 13.0 Hz, 2H), 1 .92 (td, J = 13.0, 3.5 Hz, 2H), 1 .56 (t, J = 7.0 Hz, 3H), 1 .51 (s, 3H). (0908) HRMS (ESI) MS m/z calcd for C26H31 N9O [M+2H]/2+ 242.632, found 242.6321 . (0909) MPS1 IC50 (muMu): 0.002

The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WOODWARD, Hannah; INNOCENTI, Paolo; NAUD, Sebastien; BLAGG, Julian; HOELDER, Swen; WO2015/128676; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem