Analyzing the synthesis route of 184637-48-7

184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

184637-48-7, To a solution of Intermediate 2 (1 g) in dry DMF (10 ml) under nitrogen was added (+/-)-3-amino-l-N-Boc-rhoiperidine (CAS 184637-48-7) (500 mg) and Na2CO3 (1.32 g). The mixture was heated at 110¡ãC for 24 hours, a further 250 mg of (+/-)-3-amino-l- N-Boc-piperidine was added and heating continued for another 24 hours. The mixture was cooled to r.t, concentrated in vacuo and the residue dissolved in MeOH (20 ml). To this was added KOEta (330 mg) and the mixture stirred at r.t. overnight. The solvent was removed in vacuo and the residue was extracted with EtOAc (200 ml). The organic layer was washed with water (50 ml), washed with brine (50 ml), separated, dried over MgSO4, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 10-50percent EtO Ac/heptane afforded a solid, which was dissolved in DCM (75ml) and treated with 2N HCl in ether (5 ml) for 24 hours. The solvent was removed in vacuo and the resulting solid triturated in Et2O to afford the title compound as a yellow solid (585 mg, 58percent). LCMS 328/330 [M+Eta]+, RT 1.92 min. 1H NMR 300 MHz (d6- DMSO) 12.00 (1H, s, br), 9.15-8.85 (2H, d, br), 8.80-8.40 (2H, m), 8.35 (1H, s), 7.50 (2H, d), 7.20 (2H, quin), 4.50-4.00 (1H, obscured by water), 3.40 (1H, d), 3.20 (1H, d), 3.00-2.80 (2H, m), 2.10 (1H, m), 1.90 (1H, m), 1.75 (1H, m), 1.60 (1H, m).

184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CELLTECH R & D LIMITED; WO2006/38001; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 184637-48-7

184637-48-7, 184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

184637-48-7, tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 93; 1 ,1-Dimethylethyl ri-(2-amino-6-chloro-4-pyrimidinyl)-3-piperidinyllcarbamate; 2-Amino-4,6-dichloropyrimidine (3.33 g, 20.30 mmol) was added to a stirring mixture of 3- Lambda/-Boc-aminopiperidine (4.28 g, 21.4 mmol) and K2CO3 (2.95 g, 21.4 mmol) in ethanol (50 ml_). The reaction was refluxed for 1 hour. HPLC indicated complete conversion. Water (50 ml.) was slowly added to the hot mixture, which was then allowed to cool to room temperature with stirring. The precipitated product was collected by filtration and washed with 1 :1 ethanohwater (50 ml.) and dried to afford the title compound (5.98 g) as a white powder. LC-MS (ES) m/z = 328 [M+H]+.

184637-48-7, 184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BLACKLEDGE, Charles, William; BRADY, Gerald, Patrick; FENG, Yanhoug, G.; GRANT, Seth, W.; MEDINA, Jesus, Rahul; MILLER, William, H.; ROMERIL, Stuart, P.; WO2010/59658; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 184637-48-7

184637-48-7, The synthetic route of 184637-48-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 10: Intermediate 10.1 : 3-Amino-l,l-bis-[3-(3-methoxy-phenyl)-propyl]-piperidinium chloride hydrochloride Piperidin-3-yl-carbamic acid tert-butyl ester (110 mg, 0.55 mmol) and l-(3-Bromo-propyl)-3-methoxy- benzene (320 mg, 1.4 mmol), potassium carbonate (100 mg, 0.72 mmol) and sodium iodide (150 mg, 1 mmol) are dissolved in acetonitril (2 ml) and stirred at reflux overnight and purified by preparative HPLC-MS (MeOH/H20 + 0.1percent TFA). The residue is dissolved in dichloromethane (1 ml) and TFA (1 ml), stirred at room temperature for 1 h and concentrated in vacuo. The residue is dissolved in acetonitril, 1M HCI (1 ml) is added and evaporated. LC (method L): tR = 1.02 min; Mass spectrum (ESI+): m/z = 397 [M]+.

184637-48-7, The synthetic route of 184637-48-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WIEDENMAYER, Dieter; HAMPRECHT, Dieter; HECKEL, Armin; WO2015/18754; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 184637-48-7

The synthetic route of 184637-48-7 has been constantly updated, and we look forward to future research findings.

184637-48-7, tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

184637-48-7, A mixture of tert-butyl piperi din-3 -ylcarbamate (70 A) (1.5 g, 7.29 mmol), 4- (trifluoromethoxy)phenylboronic acid (1.5 g, 7.29 mmol), Cu(OAc)2 (1.57 g, 8.75 mmol), and K3PO4 (3.09 g, 14.58 mmol) in DMSO (30 mL) was stirred at 80 C overnight. The mixture was cooled down to room temperature, diluted with water (100 mL), and extracted with EtOAc (50mL x 3). The combined extracts were concentrated under reduced pressure. The residue was purified with column chromatography on silica gel (ethyl acetate in petroleum ether, 10% v/v) to furnish Compound 70B. LC-MS (ESI) m/z: 361 [M+H]+.

The synthetic route of 184637-48-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 184637-48-7

As the paragraph descriping shows that 184637-48-7 is playing an increasingly important role.

184637-48-7, tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl piperidin-3-ylcarbamate (1.027 g, 5.117 mmol) with2-bromoethyl acetate (0.712 g, 4.264 mmol) and K2CO3 (0.589 g,4.264 mmol) in acetonitrile (42 mL) was heated at reflux for 24 h.When the reaction was finished the solvent was evaporated underreduced pressure, producing a residue that was then dissolved in20 mL of ethyl acetate and washed with saturated solution ofNaHCO3 (3 x 20 mL) and saturated solution of NaCl (30 mL). Theorganic extract was dried over anhydrous Na2SO4, filtered andconcentrated under vacuum. The crude product was purified byflash column chromatography in gradient of DCM/MeOH (9.6/0.4 to9.4/0.6, v/v) yielding product 53 as an oil (0.675 g, yield 55percent). TLCDCM/MeOH (9.5/0.5, v/v) Rf 0.24. MW 286.37. Formula:C14H26N2O4. MS m/z 287.28 (M+H+). 1H NMR (300 MHz, CDCl3)delta ppm 4.94-5.09 (m, 1H), 4.18-4.22 (m, 1H), 4.11-4.18 (m, 2H),3.80-3.85 (m, 1H), 2.43-2.61 (m, 4H), 2.26-2.42 (m, 2H), 2.05 (s,3H), 1.47-1.62 (m, 3H), 1.43 (s, 9H)., 184637-48-7

As the paragraph descriping shows that 184637-48-7 is playing an increasingly important role.

Reference£º
Article; Panek, Dawid; Wi?ckowska, Anna; Wichur, Tomasz; Bajda, Marek; Gody?, Justyna; Jo?czyk, Jakub; Mika, Kamil; Janockova, Jana; Soukup, Ondrej; Knez, Damijan; Korabecny, Jan; Gobec, Stanislav; Malawska, Barbara; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 676 – 695;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem