Month: March 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

Lithium bis(trimethylsilyl)amide (11.1 mL of a 1 M solution in THF, 11.1 mmol) was slowly added at 78 C underan argon atmosphere to a solution of lactam 1b (1.0 g, 5.05 mmol) in anhydrous THF (100 mL), and thesolution was stirred for 1 h. Then, ethyl chloroformate (532 l, 5.56 mmol) and, after 1 h of continuousstirring at 78 C, a solution of PhSeCl (1.48 g, 7.58 mmol) in anhydrous THF (10 mL) were addedto the solution. The mixture was stirred for a further 1 h and poured into saturated aqueous NH4Cl.The resulting mixture was extracted with EtOAc, and the combined organic extracts were dried,filtered, and concentrated under reduced pressure. Flash chromatography (8:2 hexane-EtOAc) of theresulting oil gave the seleno derivative 7 (1.79 g, 83% yield) as a yellow foam: IR (ATR Pike) (cm1):1718 (CO); 1H-NMR (300 MHz, CDCl3): d = 1.27 (t, J = 7.2 Hz, 3H, CH2CH3), 1.54 [s, 9H, (CH3)3C], 1.73(m, 1H, H-5), 1.84 (m, 1H, H-5), 2.01 (ddd, J = 13.8, 10.2, 5.7 Hz, 1H, H-4), 2.28 (dt, J = 13.8, 6.0 Hz, 1H,H-4), 3.52 (m, 1H, H-6), 3.61 (ddd, J = 13.2, 8.4, 5.4 Hz, 1H, H-6), 4.22 (qd, J = 7.2, 3.3 Hz, 2H, CH2CH3),7.31 (t, J = 7.2, 2H, HAR), 7.41 (t, J = 7.2 Hz, 1H, HAR), 7.65 (t, J = 7.2 Hz, 2H, HAR); HRMS (ESI) calcdfor [C19H25NO5Se + Na+]: 450.0787, found: 450.0788.

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Arioli, Federica; Perez, Maria; Are, Celeste; Molins, Elies; Bosch, Joan; Amat, Mercedes; Molecules; vol. 24; 3; (2019);,
Piperidine – Wikipedia
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2905-56-8, 1-Benzylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Oxidation of various tertiary amines using catalyst B was carried out following the procedure as in example 2 and the results are given in Table 2., 2905-56-8

2905-56-8 1-Benzylpiperidine 76190, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Council of Scientific and Industrial Research; EP1348692; (2003); 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.495414-81-8,1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.,495414-81-8

B) tert-butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate To a mixture of 1-tert-butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate (2.5 g), cobalt(II) chloride hexahydrate (1.0 g) and methanol (50 mL) was added sodium borohydride (1.6 g) under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr, and then at room temperature for 2 days, and then 60C for 1 hr. 28% Aqueous ammonia was added thereto, the precipitate was removed by filtration, and the filtrate was extract with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (1.1 g). 1H NMR (300 MHz, DMSO-d6) delta 1.25-1.35 (2H, m), 1.40 (9H, s), 1.45-1.58 (2H, m), 1.90-1.98 (2H, m), 2.90 (2H, brs), 3.16 (2H, t, J = 7.2 Hz), 3.76-3.86 (2H, m), 7.56 (1H, brs).

The synthetic route of 495414-81-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; KOIKE, Tatsuki; KAJITA, Yuichi; YOSHIKAWA, Masato; IKEDA, Shuhei; KIMURA, Eiji; HASUI, Tomoaki; NISHI, Toshiya; FUKUDA, Hiromi; EP2933247; (2015); 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.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Dried to 30L jacketed reactor was slowly purged with nitrogen, the 1.87kg1-benzyl-4-piperidine carboxylic acid methyl ester (8mol) and 2.0kg of toluene into a reactor, with stirring, cooled to an internal temperature of -5 . The resulting red aluminum – morpholine complex (approximately 8.8mol) was dropped to control the reaction temperature at 0 , 1 mixture liquid is completed, 0 reaction was continued for 30min. Was added slowly prepared 4N sodium hydroxide solution (containing 1.1kgNaOH), control the internal temperature not higher than 20 , the addition was completed, stirring was stopped, the organic layer was washed with water (11.0kg / times, 4 times), organic layer was concentrated under reduced pressure at 75 deg.] C and concentrated until no solvent was distilled off to give 1-benzyl-4-piperidine carbaldehyde 1.57kg, as a pale yellow oily liquid. Yield: 96.5%. HPLC: 99.03%

10315-06-7, The synthetic route of 10315-06-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Goldentree Resin Powder Co., Ltd.; Zhu, Ben; (8 pag.)CN105693596; (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.

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