Tag: M.W:100-200

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline solid., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Catalyst [CuCl{2,5-bis(2-thiophenyl)phosphole}2] (1) (2.6 mg, 0.003 mmol, 0.1 mol%), paraformaldehyde (3.0 mmol), amine (3.3 mmol), phenylacetylene (4.5 mmol) and chlorobenezene (1 mL) were loaded in a screw-cap test tube equipped with a stirring bar. The mixture was stirred at 100 C for 5 h, cooled, extracted with ether (3×5 mL) and dried over MgSO4. The mixture was filtrated, concentrated and the residue was purified by flash chromatography on silica gel using a hexane/EtOAc mixture as eluent. The corresponding propargylamines were obtained as yellow oil. Reported yields are the average of at least two independent runs., 768-66-1

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Cammarata, Jose Ricardo; Rivera, Rocio; Fuentes, Franmerly; Otero, Yomaira; Ocando-Mavarez, Edgar; Arce, Alejandro; Garcia, Juan M.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4078 – 4081;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 4-methylpiperidine-4-carbonitrile hydrochloride (1.21 g, 7.53 mmol), 4-bromopyrazolo[ 1,5 -a]pyridine (491 mg, 2.49 mmol), chloro(2-dicyclohexylphosphino- 2?,4?,6?-triisopropyl- 1,1 ?-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) (160 mg, 0.216 mmol) and cesium carbonate (2.44 g, 7.49 mmol) was added 1,4-dioxane (15 mL). The pressure vessel was placed under N2 and the reaction was allowed to stir at for 48 hours. The reaction was added to H20 and extracted with ethyl acetate. The organic layers were combined and washed with H20 and 5 M aqueous sodium chloride and dried over anhydrous sodium sulfate. The solids were filtered and the filtrate was concentrated under reduced pressure. The material was purified by reverse phase flash silica gel column chromatography (C18, 0-100% CH3CN (0.1% HCO2H), H20 (0.1% HCO2H)). The appropriate fractions were combined to yield product that was further purified by normal phase flash silica gel column chromatography eluting with a gradient of 0-10% methanol in dichloromethane to provide product (38). [M+Hj = 241.2.

948894-26-6, The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PLEXXIKON INC.; WU, Guoxian; ALBERS, Aaron; BUELL, John; BURTON, Elizabeth A.; PHAM, Phuongly; POWERS, Hannah; SHI, Songyuan; SPEVAK, Wayne; WU, Jeffrey; ZHANG, Jiazhong; (310 pag.)WO2018/136202; (2018); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

53617-36-0, 1-Methyl-4-(piperidin-4-yl)piperazine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53617-36-0

(Example 101) N-(2,5-Difluoro-4-{[4-({[-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyrimidin-6-yl]oxy}phenyl)-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide N- {4-[(4-Aminopyrimidin-6-yl)oxy]-2,5-difluorophenyl}-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (100 mg) was dissolved in tetrahydrofuran (5 ml) under a nitrogen atmosphere, N,N-diisopropylethylamine (0.100 ml) and phenyl chloroformate (0.070 ml) were added dropwise at room temperature, followed by stirring for 15 min. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with a saturated aqueous solution of sodium hydrogencarbonate and brine, dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (2.5 ml). To the solution was added 1-methyl-4-(piperidin-4-yl)piperazine (250 mg) at room temperature, followed by stirring for 25 hr. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with a 1N aqueous solution of sodium hydroxide and brine, dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate, then ethyl acetate:methanol = 95:5), and fractions containing the target compound were concentrated under reduced pressure. To the resultant residue was added diethyl ether:heptane = 1:2 to precipitate a solid. The solid was collected by filtration and dried under aeration to provide the titled compound as white powder (93.4 mg, 63 percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.45-1.60 (2H, m), 1.66-1.76 (4H, m), 1.90-1.98 (2H, m), 2.34 (3H, s), 2.42-2.72 (9H, m), 2.95 (2H, m), 4.12 (2H, m), 7.00-7.10 (3H, m), 7.38 (1H, brs), 7.44-7.55 (2H, m), 7.62 (1H, s), 8.27 (1H, dd, J = 6.8, 12.0 Hz), 8.33 (1H, s), 8.67 (1H, brs), 9.47 (1H, brs). ESI-MS (m/z): 653 [M+H]+.

As the paragraph descriping shows that 53617-36-0 is playing an increasingly important role.

Reference：
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); 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.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

To the solution of 3.04 g (14.51 mMol ; 1.25 Eq. ) of 3-N-BOC-Aminophenol and 3.81 g (14.51 [MMOL] ; 1.25 Eq. ) of triphenylphosphin (Aldrich T8, 440-9) under Argon in 30 mL of THF at [10C] is added dropwise a solution of 2.26 mL (14.51 mMol) of diethyl-azodicarboxylate (95%; Fluka 11624) in 6 mL of THF abs. After stirring for 10 min under ice cooling, a solution of 1.5 g (11.61 mMol ; 1 Eq. ) of 1-methyl-4-piperidinemethanol (Chem Pacific; 33077*) in 6 mL of THF abs. is added and kept for 20 min at [10C.] After 15 h at rt, the solvent is removed under reduced pressure and the reaction mixture is purified by column chromatography over silica gel [[SI60] (0,040-0, 063mm) Merck], eluting with [METHYLENCHLORID/METHANOL/NH3] (25% aqua) 70: 10: 0.8 to obtain [[3- (L-METHYL-PIPERIDIN-4-YLMETHOXY)-PHENYL]-CARBAMIC] acid tert-butyl ester. Title compound: ES-MS: 321.1 [M+H] [+] ; single peak at tR= 4.63 min (System 1). * [1-METHYL-4-PIPERIDINEMETHANOL] can alternatively be prepared from [PIPERIDIN-4-YL-METHANOL] and formaldehyde (36% in water) under reductive conditions [(H2/RANI] in CH30H) at rt., 20691-89-8

As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5282; (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.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 40 3-Aza-spiro[5.5]undecane Was prepared from (3,3-tetramethylenglutarimide by lithium aluminium hydride reduction in tetrahydrofurane under standard conditions. Flash chromatography (silica, eluent dichloromethane/methanol/triethylamine 10:2:0.1) afforded the title compound as colorless oil (94% yield). MS 140(M+H+).

1075-89-4, The synthetic route of 1075-89-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger D.; Riemer, Claus; US2003/149036; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 3 (3S)-3-aminomethyl-1-(tert-butoxycarbonyl)piperidine The title compound was prepared by a method similar to Referential Example 1, using ethyl (3R)-3-piperidinecarboxylate L(+)-tartarate which was synthesiszed following the method of P. Magnus, et al. [J. Org. Chem., Vol. 56, pp. 1166-1170 (1991)].

25137-01-3, As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1213281; (2002); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

154307-84-3, (2S,5S)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 Hydrochloride salt of (2S,5S)-methyl 5-hydroxypiperidine-2-carboxylate (8) [0647] To (2S,5S)-5-hydroxypiperidine-2-carboxylic acid hydrochloride salt (26.46 g, 0.146 mol) was added 2M hydrogen chloride – methanol (230 mL), followed by heating at reflux. After 1.5 hours, the reaction solution was concentrated, followed by substituting and concentrating with methanol (200 mL) three times. The residue was dried under vacuum to afford 28.55 g of the title compound as a colorless crystalline powder (quantitative yield). 1H NMR (400 MHz, D2O) delta 1.74-2.06 (m, 4H), 3.12 (dd, J = 2.0,13.2 Hz, 1H), 3.25-3.29 (m, 1H), 3.72 (s, 3H), 3.98 (dd, J = 3.8, 12.2 Hz, 1H), 4.09 (brs, 1H); MS m/z: 160 (M-HCl+H)+., 154307-84-3

As the paragraph descriping shows that 154307-84-3 is playing an increasingly important role.

Reference：
Patent; Meiji Seika Pharma Co., Ltd.; ABE, Takao; FURUUCHI, Takeshi; SAKAMAKI, Yoshiaki; IF2; MORINAKA, Akihiro; EP2857401; (2015); A1;,
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

Exemplary Procedure for the Synthesis of Spiro-piperidine Hydantoin Scaffold for R1 Analogs. As depicted in Scheme 7 above, N-benzyl-4-piperidone (20 g, 106 mmol), NaCN (7.9 g, 160.4 mmol), and (NH4)2CO3 (52 g, 542 mmol) in EtOH (50 mL) and H2O (50 mL) was heated at 60 C. overnight. Upon cooling to ambient temperature, the white solid was filtered, washed with warm H2O, and dried in vacuo to provide 27.4 g. The solid (3.0 g, 11.6 mmol) was dissolved in DMF (30 mL), NaH (0.51 g of 60% dispersion in mineral oil, 12.8 mmol) was added, stirred at ambient temperature 2 hours, then 3-methoxybenzyl bromide (11.6 mmol) was added and the reaction was stirred overnight. Typical aqueous work-up provided 5.5 g ER-811159 as a solid which could be recrystallized from MeOH.Alternative Procedure for the Synthesis of Spiro-piperidine Hydantoin Scaffold for R1 Analogs. As depicted in Scheme 8 above, N-benzyl-4-piperidone (20 g, 106 mmol), NaCN (7.9 g, 160.4 mmol), and (NH4)2CO3 (52 g, 542 mmol) in EtOH (50 mL) and H2O (50 mL) was heated at 60 C. overnight. Upon cooling to ambient temperature, the white solid was filtered, washed with warm H2O, and dried in vacuo to provide 27.4 g. The solid (3.5 g, 13.3 mmol), 3-methoxybenzyl bromide (13.3 mmol), and DBU (20 mmol) were dissolved in NMP (30 mL), separated into 5 vials and each vial was microwave heated at 180 C. for 60 s. The batches were combined, subjected to typical aqueous work-up, then recrystallized from MeOH/MTBE/hexanes to provided 2.2 g ER-811159.

3612-20-2, As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Gallagher, Brian M.; Carlson, Eric; Chen, Qian; Davis, Heather; Schiller, Shawn; Shaffer, Christina; Spyvee, Mark; Wong, Nancy; US2006/270696; (2006); 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.916078-39-2,Methyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,916078-39-2

4-Hydroxymethylpiperidine-1-carboxylic acid methyl ester (34.7 g, 1.0 eq) was dissolved in dichloromethane and cooled to 0-10 C. A solution of sodium bicarbonate (2.35 g, 0.14 eq) and sodium bromide (2.40 g, 0.10 eq) in water (100 mL) was added over 15 min while maintaining the temperature at 0-10 C. 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (TEMPO) (0.32 g, 0.01 eq) was added to the mixture, followed by 10-13% w/v sodium hypochlorite solution (135 mL, 1.1 eq) over 1 h with good agitation while maintaining the temperature at 0-10 C. After the reaction was complete, the layers were separated and the organic layer washed with water (150 mL) and dried over sodium sulfate (30 g, 1 w/w eq). The solvent was removed by distillation to provide the title intermediate. (31.0 g, 90% yield).

As the paragraph descriping shows that 916078-39-2 is playing an increasingly important role.

Reference：
Patent; Theravance, Inc.; US2006/270652; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem