Day: March 25, 2022

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 A mixture of 5-hexen-1-ol (5 g) and 8-azaspiro[4.5]decane-7,9-dione (14 ml) in triethylamine (150 ml) was cooled on an ice bath. Methane-sulfonyl chloride (8.6 g) in triethylamine (50 ml) was added dropwise and the mixture was stirred at room temperature for 1 hour. The mixture was filtered off and the filtrate evaporated. Dichloromethane (7.7 g), potassium carbonate (7.6 g) and N,N-dimethylformamide (100 ml) were added to the residue and the mixture was stirred at 160 C. overnight. The mixture was filtered off and the filtrate evaporated. The residue was purified by short open column chromatography over silica gel (eluent: CH2 Cl2 /CH3 OH 100/0 to 98/2). The pure fractions were collected and evaporated, yielding 1.5 g (13%) of 8-(5-hexenyl)-8-azaspiro[4.5]decane-7,9-dione (interm. 8)., 1075-89-4

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

Reference：
Patent; Janssen Pharmaceutica N.V.; US5552399; (1996); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

A mixture of benzyl 3-oxopiperidine-l-carboxylate (25 g, 0.107 mmol, 1.0 ep), ethyl cyanoacetate (14.54 g, 0.129 mmol, 1.2 eq), NH4OAc (2.09 g, 0.026 mmol, 0.25 eq) and acetic acid (5 mL) in toluene (250 mL) was refluxed at 130 C for 16 h. After the completion of reaction (TLC: Rf. 0.5 (30% ethyl acetate in hexane)), the reaction mixture was cooled to room temperature, quenched with a saturated aqueous solution of NaHC03 (500 mL) and extracted with EtOAc (2 x 300 mL). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure to afford crude product. The crude was purified by column chromatography (200-400 mesh silica-gel, eluent hexanes/EtOAc 90: 10 to 80:10,) to afford benzyl (?T)-3-(l-cyano-2-ethoxy-2- oxoethylidene)piperidine-l-carboxylate (24 g, yield: 68%) as a thick liquid. LCMS: 89%; *H NMR (400 MHz, DMSO-<) delta (ppm): 7.46 - 7.33 (m, 4H), 7.10 (d, / = 12.7 Hz, 1H), 5.19 - 5.15 (d, / = 13.4 Hz, 3H), 4.19 (dq, / = 14.2, 7.1 Hz, 2H), 3.59 - 3.50 (m, 2H), 2.10 (dt, / = 16.7, 6.3 Hz, 1H), 2.03 - 1.90 (m, 1H), 1.82 (d, / = 8.5 Hz, 2H), 1.22 (dq, / = 10.8, 6.1, 4.3 Hz, 4H). MS (ESI) m/z 329 [C18H20N2O4 + H] + As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role. Reference：
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; (223 pag.)WO2018/21977; (2018); 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.301225-58-1,tert-Butyl 4-(propylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A 4-(N-(N-Benzylcarbamoyl)-N-(prop-1-yl)amino)-piperidine trifluoroacetate The title compound was prepared by the reaction of 4-(N-(prop-1-yl)amino)-1-tert-butoxycarbonylpiperidine (from Example 17, Step A) with benzyl isocyanate, followed by treatment of the product with 50% TFA in CH2Cl2 to remove the tert-butoxycarbonyl group, affording the title compound. ESI-MS: 276.1 (M+H)., 301225-58-1

The synthetic route of 301225-58-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US6399619; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

A. Mix 10.0 kg of purified water, 2.6 kg of acetonitrile, 1.7 kg (3R, 4R) -1-benzyl-N, 4-dimethylpiperidine-3-amine dihydrochloride and 2.3 kg of potassium carbonate, and stir To dissolve B. Add 1.8 kg of 4-chloro-7-p-toluenesulfonyl-pyrrolo [2,3-d] pyrimidin-4-amine to the product obtained in the previous step several times, and raise the temperature to 75-85 C for 10 hours for reaction. HPLC detection; C. Reduce the temperature to 20-30 C and stir for 2 hours, suction filter, wash the filter cake with 3kg of purified water and set aside;, 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Jiangsu Haiyuekang Pharmaceutical Technology Co., Ltd.; Pei Xinyu; Chen Zeming; Xie Rongguang; (12 pag.)CN110668995; (2020); 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.885275-00-3,Benzyl 4-iodopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,885275-00-3

A premixed mixture of TMSCl and 1,2-dibromoethane (7:5, v/v,0.80 mL total volume added) was added dropwise over 5 min to asuspension of zinc (1.622 g, 24.8 mmol) in DMA (12 mL) underargon atmosphere. The mixture was stirred for 15 min before benzyl4-iodopiperidine-1-carboxylate19 (7.13 g, 20.7 mmol) wasadded dropwise over 15 min as a solution in DMA (6 mL). This mixturewas stirred for an additional 15 min before adding to quinoxaline71 below.The above (1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II)iodide (8.49 g, 20.7 mmol) solution was added slowly to a suspensionof 2-chloro-3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)quinoxaline71 (5.0 g, 13.8 mmol), copper(I) iodide (0.262 g,1.378 mmol), and Pd(dppf)Cl2 dichloromethane adduct (0.56 g,0.69 mmol) in DMA (15 mL) under argon. This mixture was stirredat 80 C for 2 h, then cooled to room temperature. EtOAcwas added and the suspension was filtered through Celite toremove insoluble material. The filtrate was then diluted withmore EtOAc and then washed with water (3), brine (1), dried(MgSO4), filtered, and concentrated in vacuo to give an oil. Thisoil was purified by silica gel chromatography eluting with0-100% EtOAc/hexane to give 6.93 g (92%) of the title compoundan off-white solid.

As the paragraph descriping shows that 885275-00-3 is playing an increasingly important role.

Reference：
Article; Rzasa, Robert M.; Frohn, Michael J.; Andrews, Kristin L.; Chmait, Samer; Chen, Ning; Clarine, Jeffrey G.; Davis, Carl; Eastwood, Heather A.; Horne, Daniel B.; Hu, Essa; Jones, Adrie D.; Kaller, Matthew R.; Kunz, Roxanne K.; Miller, Silke; Monenschein, Holger; Nguyen, Thomas; Pickrell, Alexander J.; Porter, Amy; Reichelt, Andreas; Zhao, Xiaoning; Treanor, James J.S.; Allen, Jennifer R.; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6570 – 6585;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

50607-30-2, Piperidine-2,4-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13 2-PYRIMIDIN-4-YT-1, 5, 6, 7-TETRAHYDRO-4H-PYRROLO JL 3, 2-CIPVRIDIN-4-O. NE HYD ROCHLORIDE 2-BROMO-1-PYRIMIDIN-4-YLETHANONE hydrobromide (67 mg, 0.239 MMOLS), piperidine-2,4-dione (50 mg, 0.358 MMOLS) and ammonium acetate (74 mg, 0.957 MMOLS) were dissolved in anhydrous ethanol (1 mL) and stirred at r. t. overnight. The reaction mixture was concentrated to dryness under reduced pressure and the residue was taken up with water (1 mL) and filtered; the solid was washed with cold water and dried. To the obtained brown solid (30 mg) dissolved in MEOH (15 mL), 4N HCI in dioxane (0.5 mL) was added and the mixture was stirred for 30 minutes and then concentrated under reduced pressure to half of the volume. The obtained precipitate was filtered, washed with ethyl acetate and dried to give the title compound as a yellow solid (31 mg, Y=52percent).

50607-30-2, As the paragraph descriping shows that 50607-30-2 is playing an increasingly important role.

Reference：
Patent; PHARMACIA & ITALIA S.p.A.; WO2005/14572; (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.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

690261-64-4, Ketone Intermediate 1 (100 mg, 0.253 mmol) was combined with 4- (5-pyrimidyl)-piperidine hydrochloride (prepared as described for Intermediate 5,90 mg, 0.38 mmol), triethylamine (105 P, L, 0.759 mmol), sodium triacetoxyborohydride (212 mg, 1.00 mmol) and 4 A molecular sieves (powder, 100 mg) in DCM (10 mL). The reaction mixture was stirred at rt for 2 days, then was filtered through a celite plug. The filtrate was concentrated and purified by preparative TLC (silica, 5% of 1: 9 NHMOH/METHANOL in DCM, then a second plate with 10% methanol/DCM) to afford two bands corresponding to the cis (top spot) and trans isomers (bottom spot). Both the cis and trans isomers were converted to HC1 salts by dissolving the free bases in-1 mL of DCM, adding excess 1 N HCL in ether, and concentrating. Top spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Bottom spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Single cis-enantiomers were obtained via chiral HPLC, using Diacel’s Chiralcel AD semipreparative column, eluting with 10% ethanol/hexane (using the free base). The observed retention times of the respective diastereoisomers were 25 and 38 minutes, respectively.

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

768-66-1, A cooled (-20C) solution of 2,2, 6, 6-TETRAMETHYLPIPERIDINE (28 ml, 165 mmol) in tetrahydrofuran (400 ml) was treated with n-butyllithium (63 ml of a 2.5M solution in hexanes, 157.5 mmol). This mixture was then cooled TO-78C. 1-Bromo-4-fluorobenzene (16.5 ml, 150 mmol) was then added neat and dropwise over 10 min and stirring AT-78C was continued for 3 h. Triisopropyl borate (40 ml, 172.5 mmol) was then added and stirring AT-78C continued for 30 min before removing the cooling bath. When the internal temperature of the reaction REACHED-40C, 5N hydrochloric acid was added (75 ml) and the mixture was stirred to ambient temperature. After stirring at ambient temp for 1 h the majority of the tetrahydrofuran was removed and the mixture partitioned between ether (500 ml) and IN hydrochloric acid (500 ml). The organics were then extracted with 2N sodium hydroxide (400 ml) and the organics were discarded. The aqueous was cooled in an ice-water bath and 5N hydrochloric acid (150 ml) was added dropwise over 15 min. The resulting white solid was collected and dried under vacuum to afford 5-bromo-2-fluorobenzeneboronic acid (25 g, 76%).

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

General procedure: A dry and nitrogen-flushed-10 mL round bottom flask equipped with a magnetic stirrer and a septum was charged with amine 2 (0.5 mmol, 1 equiv) and was evacuated and refilled with nitrogen three times. Dry THF (0.5 mL) was added and the reaction flask was again evacuated and refilled with nitrogen three times. The reaction mixture was cooled to 0 C, and BuLi solution (0.55 or 1.05 mmol, 2.45 M in THF, 1.1 or 2.1 equiv) was added. After 5 min of stirring, 1a or 1b (0.5 mmol, 1 equiv) was added at 0 C and the reaction was checked by 19F NMR with PhOCF3 as internal standard. Reaction was quenched with saturated aqueous NaHCO3 and EtOAc was added. The organic phase was washed with water, dried over Na2SO4, and concentrated in vacuo. The crude residue was purified by flash chromatography to give the expected product.

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

Reference：
Article; Alazet, Sebastien; Ollivier, Kevin; Billard, Thierry; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2354 – 2357;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

Add SMA 11.0kg, SMB 12.8kg, DIPEA 19.5kg, DMSO to a 200L reactor50.0 kg, 15.0 kg of purified water, and the temperature was raised to 107C. After the reaction is complete, add 24.0kg absolute ethanol to room temperature and addWater 30.0kg, stirring and decrystallization 2h, suction filtration, drying at 60±5C, 17.2kg of white solid. Yield 93.0%, SMB residue0.3%, HPLC purity 98.9%., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Xiao Can; Xu Jingren; Cai Wei; Zhu Xiaohe; Zhang Haibo; Lv Huimin; Hu Tao; Wu Jianhua; Gu Cheng; Xu Chenjun; (12 pag.)CN107793418; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem