Category: piperidines

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(x) 4-{2-[3-(1-tert-Butoxycarbonylmethyl-piperidin-4-yl)-1-(4-fluoro-benzyl)-1H-indazol-6-yl]-(E)-vinyl}-piperidine-1-carboxylic acid tert-butyl ester A stirred mixture of {4-[6-bromo-1-(4-fluoro-benzyl)-1H-indazol-3-yl]-piperidin-1-yl}-acetic acid tert-butyl ester (286 mg, 0.57 mmol), 4-vinyl-piperidine-1-carboxylic acid tert-butyl ester (120 mg, 0.57 mmol), lithium chloride (24 mg, 0.57 mmol), triethylamine (0.24 ml, 1.71 mmol), palladium (II) acetate (8 mg 0.03 mmol), tri-o-tolylphosphine (35 mg, 0.11 mmol), and DMF (5 ml) was heated at 105 (oil-bath temperature) under nitrogen for 18 h. When cool, the mixture was evaporated in vacuo, treated with aqueous saturated sodium bicarbonate (20 ml), and extracted with ethyl acetate (2*20 ml). The combined, dried (Na2 SO4) organic extracts were evaporated, and the residue purified by flash chromatography over silica gel (Merck 9385). Elution with ethyl acetate –cyclohexane (1:2) afforded impure fractions and pure fractions (I). The impure fractions were purified by flash chromatography over silica gel (Merck-9385) eluding with ethyl acetate–cyclohexane (gradient 1:4 to 1:2) to give pure fractions (II). The pure fractions (I) and (II) were combined to give the title compound as a pale yellow oil (195 mg).

180307-56-6, The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Glaxo Group Limited; US5861414; (1999); 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.929252-65-3,tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,929252-65-3

Step I: Preparation of tert-butyl 4-[[4-[2-fluoro-4-[[1-[(4-fluorophenyl)amino carbonyl]cyclopropanecarbonyl]amino]phenoxy]-6-methoxy-7-quinolyl]oxymethyl]piperidine-1-carboxylate: A mixture of Intermediate C (1.5 g, 3.0 mmol), Intermediate D (1.7 g, 7.6 mmol), DIPEA (1.55 g, 12.0 mmol), HATU (2.3 g, 6.0 mmol), DMAP (0.183 g, 1.5 mmol) in 60 mL of DMF was stirred at 30-40 C. overnight, then concentrated under reduced pressure. The residue was purified by column chromatography (eluted with 1-5% MeOH in DCM) to afford the target product (1.9 g, yield: 90%). The characterization of the resulting product was as follows: Mass spectrum m/z: 703.30 [M+H].

929252-65-3 tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate 59342474, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BEIJING KONRUNS PHARMACEUTICAL CO., LTD.; Yun, Ziwei; Wang, Hongtao; US2014/221425; (2014); 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.1019351-46-2,Methyl 4-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

200 g of tetrahydrofuran was placed in a 500 ml four-necked flask equipped with a stirring and a thermometer.12.5 g (0.05 mol) of (2S,5R)-5-benzyloxyaminopiperidine-2-carboxylic acid, 50 g of tri-n-butylamine,0.1 g of N,N-dimethylformamide, cooled at -10 C,A mixed solution of 23.8 g (0.08 mol) of solid phosgene and 80 g of tetrahydrofuran was added dropwise.The reaction was stirred at 10-20 C for 4 hours.Between 10 and 20 C, a mixed solution of 11.0 g (0.07 mol) of 1-methoxycarbonyl-4-aminopiperidine and 30 g of tetrahydrofuran was added.Stir the reaction between 15-20 C for 3 hours.The reaction liquid was poured into 300 g of ice water mixture and layered.The aqueous layer was extracted twice with dichloromethane, 50 g each time.The organic phases were combined and washed twice with saturated sodium chloride solution, 20 g each time.After the obtained organic phase recovers the solvent,18.2 g of (2S,5R)-N-(1-(methoxycarbonyl)piperidin-4-yl)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide ,The liquid phase purity was 99.8%, and the yield was 93.3%., 1019351-46-2

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xin Fa Pharmaceutical Co., Ltd.; Qi Yuxin; Li Xinfa; Wang Baolin; Xu Xin; Zhao Yinlong; Teng Yuqi; (9 pag.)CN109928970; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61995-20-8, General procedure: The reaction mixture containing 200 mM substrate, 1mM NAD+, 5% (v/v) 2-propanol and 10mg crude enzyme READH in 1mL potassium phosphate buffer (100mM, pH 7.0) was incubated at 50 C. For ChKRED20, 40% (v/v) 2-propanol and a reaction temperature of 40 C were applied instead. The reaction was monitored by TLC, and terminated by extracting with methyl tert-butyl ether (1 mL). The organic extract was dried over anhydrous sodium sulfate and concentrated. The samples were subjected to chiral HPLC to determine the conversion and enantiomeric excess. The products were purified by silica gel column chromatography, and identified by NMR analysis, optical rotation measurements and mass spectrometry.

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

Reference：
Article; Li, Chao; Liu, Yan; Pei, Xiao-Qiong; Wu, Zhong-Liu; Process Biochemistry; vol. 56; (2017); p. 90 – 97;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

929252-65-3, tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,929252-65-3

Step 1: preparation of tert-butyl 4-[[4-[2-fluoro-4-[[1-[(4-fluorophenyl) aminocarbonyl]cyclopropanecarbonyl]amino]phenoxy]-6-methoxyl-7-quinolyl] oxymethyl]piperidine-1-carboxylate: a mixture of intermediate C (1.5 g or 3.0 mmol), intermediate D (1.7 g or 7.6 mmol), DIPEA (1.55 g or 12.0 mmol), HATU (2.3 g or 6.0 mmol), DMAP (0.183 g or 1.5 mmol) in DMF (60 mL) is stirred at 30-40 C overnight. The mixture is concentrated under reduced presure, and the residue is purified by column chromatography (eluent: 1-5% MeOH in DCM) to obtain 1.9 g target compound (yield: 90%). The analytical data of the obtained product are as follows: mass spectrum m/z: 703.30 [M+H].

The synthetic route of 929252-65-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Beijing Konruns Pharmaceutical Co., Ltd.; YUN, Ziwei; WANG, Hongtao; EP2669289; (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.7006-50-0,4-(Methylamino)-1-benzylpiperidine,as a common compound, the synthetic route is as follows.,7006-50-0

Preparation 21; N-(1-Benzy(piperidin-4-yl)-N-methyipyridin-2-amine A mixture of 4-methylamino-1-benzylpiperidine; [(1.5g, 6.2mmol), J. Med. Chem. 39, 3769-89; 1996] 1-bromopyridine (0.98g, 6.2mmol), sodium tert-butoxide (0.68g, 7.3mmol), 1,3-bis(diphenylphosphino)propane (102mg, 0.24mmol) and tris (dibenzylideneacetone)dipalladium(O) (113mg, 0.12mmol) in toluene (20mL) was heated under reflux for 4 hours. Tlc analysis showed that there was still starting material present and so further bromopyridine (0.49g, 3.1 mmol), tris (dibenzylideneacetone)dipalladium(0) (113mg, 0.12mmol), bis(diphenylphosphino)propane (102mg, 0.24mmol) and sodium tert-butoxide (0.68g, 7.3mmol) were added and heating continued for a further 3 hours. The mixture was then diluted with dichloromethane and washed with brine. The organic solution was dried over magnesium sulfate and concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with dichloromethane: methanol: 0. 88 ammonia, 90: 10:1 to afford the title compound in 40% yield, 0.69g.

7006-50-0 4-(Methylamino)-1-benzylpiperidine 4136128, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/105779; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

20691-89-8, 1-Methyl-4-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 7-fluoro-6-methoxy-4-oxo-1,4-dihydro-3-quinolinecarbonitrile (1.5 g, 6.9 mmol) and (1-methylpiperidin-4-yl)-methanol (1.8 g, 13.7 mmol) (WO 200471212) and a 60% dispersion in mineral oil of sodium hydride (0.8 g, 34.4 mmol) is heated at 110 C. for 2 hours. The reaction mixture is quenched with methanol, concentrated, and azeotroped with toluene to give 2.25 g of a brown solid. A mixture of this solid and phosphorous oxychloride (15 mL, 159 mmol) is heated at reflux for 30 minutes then concentrated in vacuo. The residue is partitioned between aqueous sodium bicarbonate and methylene chloride. The organic layer is dried over sodium sulfate, filtered and concentrated on to silica gel. Purification by column chromatography eluting with a gradient of 1:9 methanol:methylene chloride to 0.05:1:5 triethylamine:methanol:methylene chloride provided 1.6 g of 4-chloro-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinoline-3-carbonitrile, mp 166-168 C. [0351] MS 346 (M+H)+ [0352] Analysis for C18H20ClN3O2-1 HCl+0.5 H2O [0353] Calcd: C, 54.72; H, 5.54; N 10.50. [0354] Found: C, 54.72; H, 6.07; N 10.05., 20691-89-8

The synthetic route of 20691-89-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Wyeth Holdings Corporation; US2003/212276; (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.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

To a mixture of Example 87D (0.200 g, 0.505 mmol) and triethylamine (0.155 mL, 1.1 10 mmol), acetic acid (0.144 mL, 2.52 mmol) in dichloromethane (3 mL) and methanol (3 mL) was added tert-butyl 2-(4-oxopiperidin- 1 -yl)acetate (0.215 g, 1.009 mmol) and MP-cyanoborohydride (Biotage, 81 1 mg, 2.019 mmol). The reaction mixture was heated at 40C for 3 hours. The solid material was filtered and rinsed with dichloromethane and methanol. The filtrate was concentrated. The residue was partitioned in ethyl acetate and saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated until most solvent was evaporated. The precipitates were filtered, washed with cold ethyl acetate, and vacuum oven-dried to provide the title compound. MS (ESI+) m/z 521.1 (M+H)+.

149554-03-0, As the paragraph descriping shows that 149554-03-0 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5810-56-0, 4-Acetamidopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5810-56-0

Preparation 12 A mixture of 9.95 g. (0.07 mole) of 4-acetylaminopiperidine, 12.7 g. (0.095 mole) of alpha-phenylpropionaldehyde and a trace of p-toluenesulfonic acid in 150 ml. of toluene was refluxed under a Dean-Stark trap for about one and a quarter hours, during which time 1.1 ml. of water was collected. The solution was then taken to dryness in vacuo, the residual traces of water were azeotroped by distillation with ethanol, and the residue was dissolved in 200 ml. of ethanol and the mixture reduced with hydrogen over platinum oxide under an initial hydrogen pressure of 42 psig. When reduction was complete, the catalyst was removed by filtration, the filtrate was taken to dryness, and the residue was partitioned between toluene/ethyl acetate and water. The layers were separated, and the organic extracts were washed with dilute hydrochloric acid. The combined aqueous phase was rendered strongly basic with aqueous potassium hydroxide and extracted two times with toluene. The toluene extracts, on washing with brine, drying over anhydrous sodium sulphate and evaporation to dryness, afforded 16.3 g. of an oil which was crystallized from toluene/hexane to give 12.95 g. of 1-(2-phenylpropyl)-4-acetylaminopiperidine, m.p. 102-103 C.

5810-56-0 4-Acetamidopiperidine 1445156, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sterling Drug Inc.; US4339576; (1982); A;; ; Patent; Sterling Drug Inc.; US4304911; (1981); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138377-80-7, 3-Aminopiperidin-2-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-aminopiperidin-2-one hydrochloride (3.49 g) and triethylamine (6.20 mL) in THF (50 mL) was added di-tert-butyl bicarbonate (6.07 g) at room temperature. The reaction mixture was stirred at room temperature overnight, water was added, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.41 g) .XH NMR (300 MHz, DMSO-d6) delta 1.38 (9H, s) , 1.53-2.03 (4H, m) , 3.09 (2H, brs), 3.68-3.91 (1H, m) , 6.83 (1H, d, J = 8.1 Hz), 7.48 (1H, brs) ., 138377-80-7

The synthetic route of 138377-80-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem