Day: March 24, 2022

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

Example Bl a.; Preparation of final compound 1; A mixture of intermediate compound 3 (prepared according to Al.c) (0.02 mol), 3- (phenylmethyl)-3,9-diazaspiro-[5.5]-undecane (0.02 mol) and Ti(iPrO)4 (0.035 mol) in 1,2-dichloroethane (80 ml) was stirred at 50C for a overnight, then brought to room temperature under N2 flow. NaBH(OAc)3 (0.035 mol) was added portionwise. The mixture was stirred at room temperature for 8 hours and poured out on ice. K2C03 10% was added. The mixture was filtered over celite and washed with CH2C12. The filtrate was extracted with CH2Cl2. The organic layer was separated, dried (MgS04), filtered, and the solvent was evaporated. The residue (26 g) was purified by column chromatography over silica gel (eluent gradient: CH2Cl2/CH3OH/NH4OH 95/5/0.5 to 90/10/1; 20-45 mum). Three fractions were collected and the solvent was evaporated. Yield: 1.8 g of final’compound 1 (15 %).

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/97795; (2005); 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

Preparation Example 13 A mixture of 1-tert-butyl 4-ethylpiperidine-1,4-dicarboxylate (21 g), hydrazine monohydrate (40 mL), and ethanol (200 mL) was heated and refluxed for 22 hours. After leaving to be cooled, the solvent was evaporated under reduced pressure, to the residue were added saturated brine and ethyl acetate, and the organic phase was separated. The organic phase was dried over magnesium sulfate and the solvent was evaporated under reduced pressure. To the residue was added diisopropyl ether, followed by stirring for 1 hour, and the resulting solid was collected by filtration and dried under reduced pressure to obtain tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate (17.8 g).

142851-03-4, The synthetic route of 142851-03-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Astellas Pharma Inc.; EP2308869; (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.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