Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,710972-40-0

To a mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (465 mg), and 2-thiazolecarboxaldehyde (190 mul) stirring in anhydrous 1,2- dichloroethane (5 ml) was added glacial acetic acid (1 equiv.) and sodium triacetoxyborohydride (458 mg). The reaction mixture was stirred for 12 hours at room temperature, then diluted with dichloromethane (40 ml), washed with brine, dried (MgSO4) and the solvents removed in vacuo. The residue was purified using flash silica chromatography to give 4[(2-methoxy-ethyl)-thiazol-2-ylmethyl-amino]- pipreidine-1-carboxylic acid tert-butyl ester (574 mg). Treatment of this compound with HCl in dichloromethane/methanol and a basic wash with sodium hydrogen carbonate yielded (2-methoxy-ethyl)-piperidin-4-yl-thiazol-2-ylmethyl-amine.

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference：
Patent; PIRAMED LIMITED; WO2007/122410; (2007); 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.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 15 (4.0Og, 0.015 mol) in methanol (200 ml) and 2N HCl (15 ml) was hydrogenated over 5% Pd-C (100 mg) at 60 psi for 4 h. The catalyst was filtered off and the filtrate concentrated to dryness to give the title compound 16 as a white solid (2.61 g, 100%), mp 245 0C (dec) (lit. 235 0C (dec)). 1H NMR (400 MHz, DMSO-D6) delta ppm 11.22 (br s? IH), 8.68 (br s, 3H), 4.20 (dd, J=13.0, 5.3 Hz, IH), 2.77-2.65 (m, IH), 2.64- 2.56 (m, IH), 2.27-2.19 (m, IH)5 2.09-1.97 (m, IH)., 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/7979; (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

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

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

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 500 mL single-necked, round-bottomed flask was equipped with a heating/cooling bath, magnetic stirrer and stir bar, Dean-Stark trap, condenser, and nitrogen inlet. A solution containing N-benzoyl-4-piperidone (40.1 g, 197 mmol), pyrrolidine (37.9 g, 533 mmol), and toluene (200 mL) was refluxed for 4.5 hours under nitrogen. About 6 mL of water had collected in the trap. The volatiles were removed under reduced pressure, chasing sequentially with ethanol (45 mL) and toluene (45 mL), giving a reddish-brown residue. This residue was transferred into a 1 L single-necked, round-bottomed flask with dichloromethane (180 mL), the flask was fitted with a thermocouple and rubber septum, and a solution of phenyl isocyanate (23.97 g, 201 mmol) in dichloromethane (35 mL) was added drop-wise via syringe, keeping the temperature below 32° C. Once the addition was complete, the batch was stirred at ambient temperature for 16 hours. Volatiles were again removed under vacuum to provide a residue (89 g). This material was taken-up in methanol (165 mL) and 12 N hydrochloric acid (50 mL). The resulting mixture was stirred for 4.5 hours, diluted with water (750 mL), and extracted into chloroform (1×200 mL; 2×150 mL). The combined organic layers were dried over anhydrous sodium sulfate (50 g), filtered, and concentrated to an orange semisolid (73 g). Concentrated sulfuric acid (95 mL) was carefully added to the residue over 25 minutes, affording a brown syrup, which was heated to 100° C. for 30 minutes. The hot batch was transferred to a 2 L thick-walled conical flask, using 1,4-dioxane (65 mL) to complete the transfer. A large magnetic stir bar was introduced, followed by water (1000 mL), which was added drop-wise over 2 hours with vigorous stirring. The flask wall was scraped as needed to facilitate mixing. In this fashion, an amber solid was obtained. The solid was collected on a filter, rinsed with water (3×80 mL), and re-slurried in water (210 mL) and 37percent ammonium hydroxide (6 mL) for 40 minutes. The solid was collected on a filter (slow) and dried in a vacuum oven at 50° C. to constant weight. The title compound was obtained as an amber solid (45.1 g, 75.2percent yield) of 94.4percent purity by HPLC analysis, 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Allergan, Inc.; Hull, III, Clarence Eugene; Malone, Thomas C.; (30 pag.)US9255096; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzylprotection of 1 to give 5 was achieved in 70-80% yield by reductive amination with benzaldehyde and sodium triacetoxyborohydride as the reducing agent in DCM as the solvent. Dehydration to the cyano compound 6 was performed under the same conditions as given for the preparation of 3. Subsequently, compound 6 was reacted with either benzylmagnesiumchloride or phenylmagnesiumchloride at rt overnight, followed by hydrolysis with 2M sulfuric acid to give the ketones 7 and 8, respectively, which were reductively aminated with benzylamine in ethanol in the presence of Pd/C (10%) at 3bar hydrogen pressure overnight in yields of 60-80% to the templates 9 and 10, respectively, which were used as racemates in the following synthetic steps., 62718-31-4

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/2483; (2004); A1;,
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

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

406233-26-9, 4-(4,4-Dimethylpiperidin-1-yl)benzoic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4.6 Acylsulfonamide (SZ5TA2)[ 0395] A solution of 15 (58 mg, 0.25 mmol), 22 (43 mg, 0.25 mmol), EDCI (60 mg, 0.314 mmol) and DMAP (8 mg, 0.065 mmol) in dichloromethane (10 mL) was stirred for 30 h. Product (SZ5TA2) (68 mg, 70percent) was isolated after flash chromatography (DCM: MeOH = 16: 1). Rf = 0.6 (DCM: MeOH = 8: 1). 1H-NMR (400 MHz, CDC13) delta: 8.70 (bs, 1H), 8.00 (d, J = 8 Hz, 2H), 7.63 (d, J= 8.4 Hz, 2H), 7.30 (d, J= 8 Hz, 2H), 6.82 (d, J= 7.6 Hz, 2H), 3.30 (t, J = 6 Hz, 4H), 2.40 (s, 3H), 1.46 (bs, 4H), 0.97 (s, 6H) ppm. 13C-NMR (100 MHz, DMSO- 6) delta: 165.1, 154.4, 144.5, 137.9, 130.9, 130.0, 128.3, 119.2, 113.4, 43.9, 38.0, 29.2, 28.3, 21.9 ppm. HRMS (ESI+) for [M+H]+; calculated: 387.1742, found: 387.1742 (error m/z = -1.8 ppm).

406233-26-9, As the paragraph descriping shows that 406233-26-9 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; MANETSCH, Roman; KULKARNI, Sameer Shamrao; IYAMU, Iredia David; WANG, Hong-Gang; DOI, Kenichiro; GUIDA, Wayne C.; SANTIAGO, Daniel N.; DUBOULAY, Courtney J.; WO2012/21486; (2012); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem