Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3518-83-0,N-Ethyl-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

Example 2 6-Methoxy-2-(4-Methoxyphenyl)-3-(4-[1-Ethylpiperidin-4-oxy]benzoyl)benzo[b]thiophene 6-Methoxy-2-(4-methoxyphenyl)-3-(4-hydroxybenzoyl)benzo[b]thiophene (1.17 g, 3.00 mmol), 4-hydroxy-1-ethylpiperidine (775 mg, 6.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol), and DEAD (6.00 mmol) were converted to product by the procedure of Example 1 to give 827 mg of the title compound. Yield: 55%. MS(FD) 501(M+). EA calculated for C30 H31 NO4 S: C, 71.83; H, 6.23; N, 2.79. Found: C, 71.61; H, 5.94; N, 2.69.

3518-83-0, 3518-83-0 N-Ethyl-4-hydroxypiperidine 77056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US6060488; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

555-92-0, (S)-2-Propylpiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of LiAlH4 (500 mg, 166 mmol) in dry ether (20 mL) cooled in an ice-bath was added dropwise a solution of the lactam 26 (500 mg, 3.54 mmol) in dry ether (2e3 mL). The reaction mixture was then refluxed for 4 h. After cooling in an ice-bath, excess LiAlH4 was quenched with sequential addition of water (3 mL), 10% NaOH solution (3 mL). The reaction mixture was stirred at room temperature for 2e3 h for hydrolysis and the aluminum residues were removed by filtration. The filtrate was dried over anhydrous Na2SO4, then anhydrous HCl solution (3e5 mL) in ether was added dropwise. Evaporation of volatiles in vacuo gave the crude solid hydrochloride salt (550 mg, 97%). To a solution of the coniine hydrochloride salt (500 mg, 3.16 mmol) in H2O (15 mL) was added solid NaHCO3 (1.86 g, 22.1 mmol), then (Boc)2O (850 mg, 3.9 mmol). After stirring the reaction mixture at room temperature overnight, %10 NaOH solution (3 mL) was added and stirring continued for additional 2 h. The product was extracted with ether (2 50 mL), then washed brine (2 50 mL) and dried (Na2SO4). Evaporation of volatiles in vacuo and purification by flash column chromatography eluting with the ((ether/ hexane) 1:20) solvent system afforded N-Boc coniine (560 mg, 82) as a clear oil. ?a 30 D th32.6 (c 1, CHCl3), lit.29k ?a 25 D th33.5 (c 0.6, CHCl3), TLC, Rf 0.18 [(ether/hexane) 1:20]; 1H NMR (400 MHz, CDCl3) d 0.92 (3H, t, J?7.0), 1.22e1.41 (4H, m), 1.45 (9H, s), 1.51e1.70 (6H, m), 2.71e2.78 (1H, m), 3.96 (1H, d, br, J?13.0), 4.21 (1H, m).

555-92-0, 555-92-0 (S)-2-Propylpiperidine hydrochloride 12303861, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229,12;; ; Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5773-58-0,3-Methylpiperidin-4-one,as a common compound, the synthetic route is as follows.,5773-58-0

The crude product from Step A above (14 g, 0.124 mol) was dissolved in DCM (500 mL) and treated with di-tert-butyl dicarbonate (32 g, 0.15 mol). The reaction mixture was stirred at rt for 2 h then N, N-dimethylethylene diamine (2 ML) was added and the and the reaction mixture was stirred for another 30 min. The reaction mixture was washed with 5% citric acid, saturated NAHCO3 solution and brine, dried over MGS04, filtered, and concentrated to give 20.7 g of desired PRODUCT. 1H NMR (500 MHz, CDC13) : 8 4.18 (m, 2H), 3.22 (m, 1H), 2.80 (m, 1H), 2.55 (m, 1H), 2.42 (m, 2H), 1.47 (s, 9H), 1.02 (d, 3H).

5773-58-0 3-Methylpiperidin-4-one 12284277, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 294.14 g 1-benzylpiperidin-4-one in 2.1 L methanol was added to a solution of 448 g ammonium carbonate in 2.1 L hot water. The yellow turbid reaction mixture was cooled with an ice bath. A solution of 77 g sodium cyanide in 200 ml water was added dropwise over 10 min (exothermic.). After the addition the ice bath was removed and the reaction mixture was stirred at ambient temperature for 3 days. The resulting precipitate was filtered, washed with water (3x) and dried in a vacuum oven at 50C to obtain the intermediate 1.38.Yield: quantitative, 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DAHMANN, Georg; FIEGEN, Dennis; FLECK, Martin; HOFFMANN, Matthias; KLICIC, Jasna; EAST, Stephen, Peter; NAPIER, Spencer, Charles, R.; SCOTT, John; WO2012/101013; (2012); 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.1445-73-4,1-Methyl-4-piperidone,as a common compound, the synthetic route is as follows.

Pd/C (40 g, 5% w/w) was added into a 10 L autoclave reactor at room temperature under nitrogen. THF (2 L), 2 L of methylamine (27%-30% alcoholic solution, 2.1 eq.), and 800 g of compound 10A (7 mol, 1.0 eq.) were sequentially added into the reactor. The system was purged with hydrogen three times. The mixture was stirred at hydrogen pressure (50 psi) at 70-75 C overnight and was then filtered using a Biichner funnel and filter paper (pore size: 30-50 pm) over 10 minutes to remove the Pd/C. The filtrate was concentrated in a rotavapor under vacuum (30-40 mmHg) at 45-50 C for about 3 hours to obtain 933 g of yellow oil. The mixture was distilled without a column at atmospheric pressure and the 140-170 C portion was collected to obtain 763 g of compound 10 as a colorless oil (98.6% purity (AUC by HPLC, retention time = 4.8 minutes); 84.2% yield; 8000 ppm residual ethanol). A portion of the oil (563 g) was distilled using a 3 cm column at atmospheric pressure and the 140-170 C portion was collected to obtain 510 g of compound 10 (75.8% yield; 134 ppm residual ethanol). 1H- NMR (400 MHz, CDCb): d = 0.82 (bs, 1H), 1.10-1.12 (q, 2H), 1.66 (d, 2H), 1.73-1.81 (t, 2H), 2.05 (s, 3H), 2.08-2.19 (m, 1H), 2.22 (s, 3H), 2.60 (d, 2H). [00134] Step 10: Synthesis of HM04 fumarate salt, 1445-73-4

Big data shows that 1445-73-4 is playing an increasingly important role.

Reference：
Patent; HELSINN THERAPEUTICS (US) INC; HELSINN HEALTHCARE SA; HELSINN ADVANCED SYNTHESIS SA; RUBIO, Silvina Garcia; PERSEGHINI, Mauro; GUAINAZZI, Angelo; PIETRA, Claudio; GIULIANO, Claudio; (110 pag.)WO2019/118298; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71985-80-3, 0-(1 H-BENZOTRIAZOL-1-YL)-N, N, N’, N’-tetramethyluronium hexafluorophosphate (395 mg, 1.04 MMOL) was added to a solution of 1-methylpiperidine-4-carboxylic acid hydrochloride (210 mg, 1.04 MMOL) in dichloromethane (10 ml) and the solution stirred for 30 minutes. The amine from example 4 (200 mg, 0.52 MMOL) was added and the reaction mixture was stirred at room temperature for 18 hours. The mixture was washed with aqueous sodium carbonate solution and the organic solution was dried over magnesium sulphate. The solution was evaporated under reduced pressure and the crude product was purified by column chromatography on silica gel using ethyl acetate: methanol : 0. 88 ammonia (90: 10: 1) as eluant, to afford the title compound as a white solid (195 mg). APCI MS M/Z 506 [MH] +

As the paragraph descriping shows that 71985-80-3 is playing an increasingly important role.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/74291; (2004); A1;,
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

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

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

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