The important role of tert-Butyl piperidine-4-carboxylate

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Reference of 138007-24-6, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.138007-24-6, Name is tert-Butyl piperidine-4-carboxylate, molecular formula is C10H19NO2. In a article£¬once mentioned of 138007-24-6

PIPERAZINE CARBAMATES AND METHODS OF MAKING AND USING SAME

Provided herein are piperazine carbamates and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful as modulators of MAGL and/or ABHD6. Furthermore, the subject compounds and compositions are useful for the treatment of pain.

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Piperidine – Wikipedia,
Piperidine | C5H11519N – PubChem

 

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Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. COA of Formula: C10H19NO2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 138007-24-6, in my other articles.

Chemistry is an experimental science, COA of Formula: C10H19NO2, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 138007-24-6, Name is tert-Butyl piperidine-4-carboxylate

Optimization of ketone-based P2Y12 receptor antagonists as antithrombotic agents: Pharmacodynamics and receptor kinetics considerations

Modification of a series of P2Y12 receptor antagonists by replacement of the ester functionality was aimed at minimizing the risk of in vivo metabolic instability and pharmacokinetic variability. The resulting ketones were then optimized for their P2Y12 antagonistic and anticoagulation effects in combination with their physicochemical and absorption profiles. The most promising compound showed very potent antiplatelet action in vivo. However, pharmacodynamic-pharmacokinetic analysis did not reveal a significant separation between its anti-platelet and bleeding effects. The relevance of receptor binding kinetics to the in vivo profile is described.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. COA of Formula: C10H19NO2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 138007-24-6, in my other articles.

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Piperidine – Wikipedia,
Piperidine | C5H11522N – PubChem

 

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138007-24-6,tert-Butyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Example 87Ethyl 5-chloro-6-(4-{[(4-methylbenzyl)sulfonyl]carbamoyl}piperidin-l-yl)-2-[(2- oxopyrrolidin-l-yl)methyl]nicotinate5 (a) Ethyl 6-[4-(/e^-butoxycarbonyl)piperidin-l-yl]-5-chloro-2-[(2-oxopyrrolidin-l- yl)methyl]nicotinateEthyl 5,6-dichloro-2-[(2-oxopyrrolidin-l-yl)methyl]nicotinate (Example 85(d)) (3.2 g, 9.96 mmol) and tert-bntyl piperidine-4-carboxylate (2.77 g, 15 mmol) were dissolved in DIPEA o (4.4 mL, 24.9 mmol) and iV-methyl-2-pyrrolidone (30 mL), the reaction mixture was heated at 1400C for 1.5 h. Water and DCM were added, the organic phase was washed with 0.5 M HCl, sat. NaHCO3 and water, dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography, DCMiMeOH 100:0 to 90:10 as eluent, to give ethyl 6-[4-(te7Y-butoxycarbonyl)piperidin-l-yl]-5-chloro-2-[(2-oxopyrrolidin-l- 5 yl)methyl]nicotinate. Yield: 3.1 g (67percent).1H-NMR (500 MHz5 CDCl3) delta 1.37 (3H, t), 1.45 (9H, s), 1.80 (2H, m), 1.95 (2H, m), 2.08 (2H, m), 2.40-2.50 (3H, m), 3.00 (2H5 m), 3.49 (2H5 m), 4.04 (2H, m), 4.32 (2H5 q), 4.87 (2H, s), 8.11 (lH, s)., 138007-24-6

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Reference£º
Patent; ASTRAZENECA AB; WO2008/85119; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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138007-24-6 tert-Butyl piperidine-4-carboxylate 1512676, apiperidines compound, is more and more widely used in various fields.

138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 22: tert-Butyl l-(2-(2,4-dioxo-3,4-dihvdrobenzo[g1pteridin-10(2H)-vI)ethyl)piperidine-4- carboxylate; Step 1 Preparation of tert-butyl l-(cvanomethyl)piperidine-4-carboxylate; [0111] To a solution of tert-butyl piperidine-4-carboxylate (750 mg, 4.05 mmol) in anhydrous DCM (15 mL), is added 2-chloroacetonitrile (333 muL, 5.26 mmol) and potassium carbonate (1.7 g, 12.15 mmol). The reaction mixture is stirred at room temperature for 18 h. The reaction mixture is diluted with water (100 mL) and the aqueous layer is extracted with DCM (100 mL). The organic layer is dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue is dry loaded on silica gel and purified by Biotage flash column chromatography using a gradient from 0 to 10percent MeOH in DCM as eluent. Desired product (463 mg) is isolated (yield: 51 percent). percent). 1H NMR (400 MHz, CDCl3) delta 1.44 (s, 9H), 1.73 (m, 2H), 1.93 (m, 2H), 2.19 (m, 1H), 2.35 (m, 2H), 2.79 (m, 2H), 3.5 l (s, 2H)., 138007-24-6

138007-24-6 tert-Butyl piperidine-4-carboxylate 1512676, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BIORELIX, INC.; COISH, Philip, D.G.; WICKENS, Philp; AVOLA, Stephanie; BABOULAS, Nick; BELLO, Angelica; BERMAN, Judd; KAUR, Harpreet; MOON, David; PHAM, Vinh; ROUGHTON, Andrew; WILSON, Jeffrey; ARISTOFF, Paul, Adrian; BLOUNT, Kenneth, F.; DIXON, Brian, R.; MYUNG, Jayhyuk; OSTERMAN, David; BELLIOTTI, Thomas, R.; CHRUSCIEL, Robert, A.; EVANS, Bruce, R.; LEIBY, Jeffrey, A.; SCHOSTAREZ, Heinrich, J.; UNDERWOOD, Dennis; NAVIA, Manuel; SCIAVOLINO, Frank; WO2011/8247; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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138007-24-6 tert-Butyl piperidine-4-carboxylate 1512676, apiperidines compound, is more and more widely used in various fields.

138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl piperidine-4-carboxylate (2.84 g, 15.33 mmol) and 2-(1-oxo-1,3- dihydroisobenzofuran-5-yl)acetaldehyde(4.05 g, 22.99 mmol) were dissolved in DCE (120m1) then sodium triacetoxyborohydride (9.75 g, 46.0 mmol) was added and and the mixtue was stirred for 16 hrs. The reaction mixture was poured into aqueous NaHCO3 solution and extractedwith DCM. The organic layer was separated and dried over Na2504, filtered and concentrated. The crude residue was chromatographed through a 330g ISCO Redi-sep column and eluted with 5percent (NHOH: MeOH 1:9) in 95percent DCM to yield tert-butyl 1-(2-(1-oxo-1,3- dihydroisobenzofuran-5-yl)ethyl)piperidine-4-carboxylate. LC-MS (IE, m/z): 346 [M + 1]¡À; lHNMR (500 MHz, CDC13) oe ppm 7.859 (d, J= 7.9 Hz, 1H), 7.394 (d, J= 8.0 Hz, 1H), 7.352 (s,1H), 5.311 (s, 2H), 2.965 (b, 4H), 2.641 (b, 2H), 2.234 (b, 1H), 2.139 (b, 2H), 1.925(d, J 9.5 Hz, 2H), 1 .788( t, J 11.5 Hz, 2H,) 1.447 (s, 9H)., 138007-24-6

138007-24-6 tert-Butyl piperidine-4-carboxylate 1512676, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; TANG, Haifeng; FRIE, Jessica; FERGUSON, Ronald Dale; GUO, Zhiqiang; SHI, Zhi-Cai; CATO, Brian; FU, Qinghong; WO2015/65866; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 138007-24-6

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138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(d) Ethyl 6-[4-(tert-butoxycarbonyl)piperidin-l-yl]-5-cyano-2-methylnicotinateA 20 mL microwave vial was charged with ethyl 6-chloro-5-cyano-2-methylnicotinate (5 g, 22.3 mmol), tert-butyl piperidine-4-carboxylate (4.11 g, 22.3 mmol), TEA (4.5 g, 44.5 mmol) and MeCN and heated, single nodeheating, to 100 0C for 5 minutes. The reaction was concentrated and MeCN/water was added to precipitate the product. Filtration of the solid and drying gave ethyl 6-[4-(tert-butoxycarbonyl)piperidin-l-yl]-5-cyano-2- methylnicotinate as an orange colored solid. Yield: 6.99 g (77percent). 1H NMR (400 MHz, DMSO-d6): delta 1.30 (3H, t), 1.40 (9H, s), 1.32-1.64 (2H, m), 1.88-1.96 (2H, m), 2.55-2.60 (IH, m), 2.63 (3H, s), 3.20-3-30 (2H, m), 4.24 (2H, q), 4.39-4.47 (2H, m), 8.31 (IH, s)., 138007-24-6

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Reference£º
Patent; ASTRAZENECA AB; BYLUND, Ruth; HOVDAL, Daniel; JOHANSSON, Johan; SELLEN, Mikael; ZETTERBERG, Fredrik; WO2010/5385; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 138007-24-6

As the paragraph descriping shows that 138007-24-6 is playing an increasingly important role.

138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) tert-Butyl1-(2-cyanoethanimidoyl)piperidine-4-carboxylate Two microwave vials was each charged with ethyl2-cyanoethanimidoate (See McElvain, S. M.;Schroeder, J. P.; J. Am. Chem. Soc. 71, p.40(1949)) (841 mg, 7.7 mmol), tert-butyl piperidine-4-carboxylate (926 mg, 5 mmol), DIPEA (1.94 g, 15 mmol), EtOH (7.5 mL) and heated to 100¡ã C. for 10 minutes in a microwave oven, single node heating. Additional ethyl2-cyanoethanimidoate (252 mg, 4.5 mmol) and DIPEA (969 mg, 7.5 mmol) was added to each vial and the stirring was continued at r.t for 16 hours. LC-MS showed still some remaining tert-butyl piperidine-4-carboxylate and therfore ethyl2-cyanoethanimidoate (246 mg, 2.2 mmol) was added and the mixture was again heated to 100¡ã C. in a microwave oven for 20 minutes. The solutions from the vials was combined and used without further purification in the next step.

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Reference£º
Patent; AstraZeneca AB; US2008/171732; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem