Day: March 24, 2022

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.

1-Benzyl-3-piperidinol (20 g), toluene (200 mL), methyl acetoacetate (24.3 g), Manganese sulfate (3.54 g) was added to a 500 mL reaction flask, heated to reflux for 6 hours, and detected by HPLC. The remaining 25.6% of 1-benzyl-3-piperidinol, plus an atmospheric distillation unit, distills off the ethanol produced by the reaction. The reaction was completed in 2 hours, cooled to 0~10 C, adjusted to a pH of about 3, and the product was extracted with water (50 mL × 2). The aqueous phases were combined and the pH of the aqueous phase was adjusted to approximately 7 and extracted with ethyl acetate (50 mL×2). The combined organic layers were washed with brine (30 mL×2) Concentrated to dryness gave a yellow oil (26.5 g)., 14813-01-5

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

Reference：
Patent; Tianjin Changyuan Pharmaceutical Technology Co., Ltd.; Chi Fangfei; Ying Zixiang; Liu Wenjuan; Mo Lan; (9 pag.)CN104529872; (2018); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

358789-72-7, 4-((1-Methylpiperidin-4-yl)oxy)aniline is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 163Preparation of (8- ethoxy-2H-pyrazolo [3, 4-c] quinolin-4-yl) – [4- (l-methyl-piperidin-4-yloxy) -phenyl] -amine4-chloro-8-methoxy-2- (4 -methoxybenzyl) -2H-pyrazolo [3 , 4 – c]quinoline (0.16 mmol) and 4- ( (l-methylpiperidin-4- yl) oxy) aniline (2 eq.,0.3 mmol) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 403.2399 g/molHPLC-MS: analytical method Crt: 1.460 min – found mass: 404.2 (m/z+H), 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：
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; KOESTLER, Roland; YEHIA, Nasser; WO2012/143143; (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.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 2,7-diazaspiro[4.5]decan-1-one hydrochloride (1.0 g, 5.26 mmol) in DCM (10 mL), benzaldehyde (0.53 mL, 5.26 mmol) was added and the mixture was stirred at RT for 15 mm, then NaBH(OAc)3 (1.67 g, 7.89 mmol) was added and the mixture was left stirring at RT overnight. Thereaction was quenched with saturated NaHCO3 solution, then phases were separated and aqueous one was backextracted with DCM twice. Combined organics were washed with brine, dried and concentrated under reduced pressure. Crude material was purified by FC on NH column (eluent: Cy to 50% AcOEt) affording 7-benzyl-2,7-diazaspiro[4.5]decan-1-one (p139, 890 mg, y= 69%) as white solid. MS (ES) (m/z): 245.2 [M÷H], 1187173-43-8

The synthetic route of 1187173-43-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SHIRE INTERNATIONAL GMBH; CREMONESI, Susanna; LUKER, Tim; SEMERARO, Teresa; MICHELI, Fabrizio; (257 pag.)WO2016/42452; (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.142851-03-4,Ethyl N-Boc-piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 63: 4-Hydrazinocarbonyl-piperidine-1-carboxylic acid tert-butyl esterTo a stirred solution of 1-ferf-butyl 4-ethylpiperidine-1 ,4-dicarboxylate (10 g, 38.9 mmol, 1.0 eq) in EtOH (100 mL) was added hydrazine hydrate (18.67g, 389 mmol, 10 eq.) and the mixture was refluxed for 8 h. The reaction was cooled to room temperature and evaporation of the solvent gave a viscous liquid which was dissolved in CH2CI2, washed with water (3 x 50 mL) then brine (50 mL). The organic layers were combined, dried over Na2S04, the solvent evaporated leaving a yellowish oil, which upon addition of a few drops of acetonitrile and re-evaporation, yielded the title compound (8.6 g, 35.3 mmol) MS (m/z, MH-): 242.2., 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; NOVARTIS AG; CHEN, Zhuoliang; CHEUNG, Atwood, Kim; CHIN, Donovan, Noel; FAN, Jianmei; MILLER-MOSLIN, Karen, Marie; SHULTZ, Michael, David; SMITH, Troy, D.; TOMLINSON, Ronald, Charles; TOURE, Bakary-Barry; VISSER, Michael, Scott; WO2013/12723; (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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

61995-20-8, Step 6: preparation of 3-(tert-butoxycarbonyl-hydrazono)-piperid me-i -carboxylic acid benzyl ester. To a solution of 3-oxo-piperidine-1-carboxylic acid benzyl ester (150 g, 0.64 mol) in tetrahydrofuran (1.5 L) was added tert-butyl hydrazinecarboxylate (85 g, 0.64 mol). The solution was heated to reflux for 2 h, after which it was cooled to ambienttemperature and concentrated in vacuo to afford the title compound. MS (M+H) m/z348. 1H-NMR (CDCI3) 67.56 (s, 1H), 7.28-7.41 (m, 5H), 5.14-5.16 (d, 2H), 4.13-4.25 (d,2H), 3.73-3.78 (m, 0.6 H), 3.53-3.61 (m, 1.4H), 2.51-2.56 (t, 0.7H), 2.33-2.37 (t, 1.3H),1.82-1.91 (m, 2H), 1.52 (s, 9H)

61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER INC.; SPRINGER, John Robert; DEVADAS, Balekudru; GARLAND, Danny James; GRAPPERHAUS, Margaret Lanahan; HAN, Seungil; HOCKERMAN, Susan Landis; HUGHES, Robert Owen; SAIAH, Eddine; SCHNUTE, Mark Edward; SELNESS, Shaun Raj; WALKER, Daniel Patrick; WAN, Zhao-Kui; XING, Li; ZAPF, Christoph Wolfgang; SCHMIDT, Michelle, Ann; WO2014/68527; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

888952-55-4, Methyl 1-Boc-3-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

888952-55-4, To a solution of LDA (lithium diisopropylamide) (prepared by mixing 0.64 mL of i-Pr2NH and 2.7 mL of a 1.6 M solution of n-BuLi in hexanes in 4 mL of anhydrous THF) at -78 C. under N2 was added a solution of 1-(1,1-dimethylethyl) 3-methyl 1,3-piperidinedicarboxylate (prepared as in U.S. Pat. No. 5,190,953, 1.009 g, 4.15 mmol) in 6 mL of anhydrous THF. The reaction mixture was stirred at -78 C. for 30 min. A solution of 2-Chloro-4-phenylquinazoline (1.002 g, 4.16 mmol) in 8 mL of anhydrous THF was then added dropwise into the reaction mixture at -78 C. The reaction mixture was stirred at -78 C. for 20 min. and then slowly warmed to room temperature in 3 hours. The mixture was cooled back to 0 C. Saturated NH4Cl solution was added to quench the reaction. The mixture was extracted with EtOAc (2*50 mL). The combined organic extracts was dried with MgSO4, filtered and concentrated. The residue was chromatographed on silica gel with 10% ethyl acetate in hexanes to remove the unreacted 2-Chloro-4-phenylquinazoline. The column was then eluted with 20% ethyl acetate in hexanes to give 1.803 g of product as a white foam. APCI MS m/z 348, 392, 448 (M++1, 100%).

888952-55-4 Methyl 1-Boc-3-methylpiperidine-3-carboxylate 46911995, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Caprathe, Bradley William; Glase, Shelly Ann; Konstantinou, Zissis; Schelkun, Robert Michael; Sheehan, Susan M.; Thomas, Anthony Jerome; Yuen, Po-Wai; US2005/96327; (2005); 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.174543-74-9,Methyl N-Cbz-3-piperidinecarboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-benzyl 3-methyl piperidine-1,3-dicarboxylate (2.0 g, 7.14 mmol) in THF (60 mL) was added LDA (2.0 M in THF) (10.8 mL, 21.66 mmol) dropwise at -78 C. After the solution was stirred for 30 mm at -78 C, S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate (4.35 g, 10.81 mmol) was added. After addition, the resulting solution was allowed to react, with stirring, for an additional 2 h at -40 C. The reaction was then quenched by the addition of 30 mL of a saturated aqueous solution of NH4C1. The resulting mixture was extracted with EtOAc (3 x 70 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. Purification by silica gel chromatography (eluting with 1:4 EtOAc/pet. ether) afforded 1-benzyl 3-methyl 3-(trifluoromethyl)piperidine-1,3- dicarboxylate as a yellow oil. MS: (ESI, m/z): 346 [M+H].

174543-74-9, The synthetic route of 174543-74-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

223632-64-2, 1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 6-(3-Chloro-4-fluorobenzoyl)-1-oxa-6-azaspiro[2.5]octane-2-carbonitrile (V). A suspension of 1-(3-chloro-4-fluorobenzoyl)piperidin-4-one (4160 g, 16.27 mol) in 28.4 liters of dichloromethane and 11.7 liters of sodium hydroxide at 30.5%, supplemented with 186 g of tetrabutylammonium chloride, is cooled to 15 C. chloroacetonitrile (1540 ml, 24.4 mol) is then added slowly and with vigorous stirring and the mixture is stirred for 3 hours at 20 C. Further addition of chloroacetonitrile (500 ml) is carried out in order to complete the reaction.The reaction medium is diluted with dichloromethane (8.5 liters) and water (20 liters) and then separated by decantation and washed again with water.The brown solution obtained is decolorized with 2 kg of silica and 500 g of animal charcoal and then evaporated to dryness.The residue obtained is crystallized from isopropanol in order to give, after filtration, 3426 g of brown crystals. m.p.=100-101 C., 223632-64-2

As the paragraph descriping shows that 223632-64-2 is playing an increasingly important role.

Reference：
Patent; Maurel, Jean-Louis; Bonnaud, Bernard; Ribet, Jean-Paul; Vacher, Bernard; US2004/116705; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

161975-39-9, tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a residue that was dissolved in absolute ethanol (250 mL). Potassium cyanide (8.2 g, 125 MMOL) was added and the mixture was heated at reflux overnight. The reaction mixture was allowed to cool to ambient temperature, filtered and the solvent was evaporated. The residue was dissolved in diethyl ether (200 mL) and the organic solution was washed with water (2 x 20 mL) and then dried (MGS04) in the presence of activated car- bon. The mixture was filtered and the solvent was evaporated to give 9.2 g of 4- (cyanomethyl) PIPERIDINE-1-CARBOXYLIC acid TERT-BUTYL ESTER.’H NMR (400 MHz, CDCI3) 8 1.20- 1.33 (m, 2H), 1.46 (s, 9H), 1.77-1. 88 (m, 3H), 2.32 (d, 2H), 2.66-2. 78 (m, 2H), 4.10-4. 23 (m, 2H).

161975-39-9, As the paragraph descriping shows that 161975-39-9 is playing an increasingly important role.

Reference：
Patent; NOVO NORDISK A/S; WO2004/54973; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 40; In an ice-bath, to DIPA (4.1 mL) was added dropwise a 1 M solution of n-butyl lithium in hexane (10.1 mL). The reaction mixture was diluted with diethyl ether (10 mL), followed by stirring for 20 minutes. Next, the reaction mixture was stirred at -78C, and a solution of ethyl 1-benzyl piperidine-3-carboxylate (6.0 g) in diethyl ether (20 mL) was added dropwise thereto, followed by stirring at -50C for 15 minutes. Next, after addition of 1,3-dibromopropane (2.8 mL) at 70C, it was slowly returned to room temperature. Next, it was heated under reflux for 30 minutes. The reaction mixture was cooled, diluted with water, and extracted with diethyl ether. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, hexane: EtOAc) to obtain ethyl 1-benzyl-(3-bromopropyl)piperidine-3-carboxylate (1.08 g) as a colorless oily substance., 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem