Category: 180307-56-6

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0077] In a 15 mL microwave tube was added 5-bromo-2,1,3-benzoxadiazole (0.94 g, 4.7 mmol), tert-butyl 4-ethenylpiperidine-1-carboxylate (1.0 g, 4.7 mmol), triethylamine (0.66 ml, 4.7 mmol), palladium (II) acetate (0.11 mg, 0.47 mmol)and DMF (5 mL). The solution was degassed and filled with nitrogen (3x), then heated to 100 C for 2 hr. The reactionwas diluted with ethyl acetate, washed with water, filtered through a pad of diatomaceous earth and a plug of silica gel.The organic phase was dried over MgSO4, concentrated and purified by MPLC (eluted with gradient 0->30% EtOAc/Hexane)to provide tert-butyl 4-[(E)-2-(2,1,3-benzoxadiazol-5-yl)ethenyl]piperidine-1-carboxylate as a mixture with the Zolefin.LC-MS (IE, m/z): 352 [M+Na]+.

180307-56-6, As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4- r(E)-2-(4-nitrophenyl)ethenyl1piperidinium Chloride Step A: fert-Butyl 4-r(E)-2-(4-nitrophenyl)ethenyl1piperidine-l-carboxylate tert-Butyl 4-ethenylpiperidine- 1 -carboxylate (0.50 g, 2.4 mmol), tra/?s-dichlorobis(tri-o- tolylphosphine) palladium (II) (0.050 g, 0.064 mmol), l-bromo-4-nitrobenzene (0.57 g, 2.8 mmol), and triethylamine (1.6 mL, 12 mmol) were added to a microwave tube, diluted with DMF (2 mL) and degassed under a stream of nitrogen. The tube was sealed and heated in the microwave to 130 C for 30 min. The resulting mixture was diluted with diethyl ether and washed successively with saturated sodium bicarbonate, water (2x), 1 N hydrochloric acid, and brine, then dried (MgS04), filtered and concentrated. The resulting tert-butyl 4-[(E)-2-(4- nitrophenyl)ethenyl]piperidine-l -carboxylate was used directly in the next step. LC/MS: [(M+l)]+ = 333.

180307-56-6, The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); 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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 3-sopropoxy-brornobenzene (1.997 g, 1.0 equiv), N-Boc-4- vinylpiperidine (2.943 g, 1.5 equiv), Pd(OAc)? (167 mg, 0.08 equiv), and P(o-tol)3 (680 mg,024 equiv) in CH3CN- Et3N (1:1, 16 mL) was heated at 98 C for 6 h in a sealed vial After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with EtOAc/heptane (0-20%) as an eluent to give 3.1622 g (99%) of Intermediate L as a yellow oil., 180307-56-6

The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-brornophenol (1.2 g, 1.0 equiv), N-Boc-4-vinyipiperidine (2.2 g, 1.5 equiv), Pd(OAc)2 (125 mg. 0.08 equiv), and P(o-toi)s (507 mg, 024 equiv) in CFI3CN- Et3N (1:1, 16 mL) was heated at 98 C for 16 h in a sealed vial. After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with MeOH/DCM (0-5%) as an eluent to give 2.0 g (95%) of intermediate M as a yellow oil.

180307-56-6, 180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0171] To a flask added 5-bromo-4-fluoro-2-benzofuran-1(3H)-one (0.10 g, 0.43 mmol) palladium(II)acetate (0.097 g,0.043 mmol), triethylamine (0.12 mL, 0.88 mmol) and tent-butyl 4-ethyenylpiperidine-1-carboxylate (0.27 g, 1.2 mmol);the resulting mixture was then dissolved in DMF (15 mL) and heated in an oil bath at 130 C for 2 h. The flask was cooledto room temperature, diluted with EtOAc and washed with saturated sodium bicarbonate and water, then dried (Na2SO4),filtered and adsorbed into silica gel. MPLC (hexanes/EtOAc = 1/1) purification provided tert-butyl 4-[(E)-2-(4-fluoro-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethenyl]piperidine-1-carboxylate. LC/MS: [(M+2)]+ =233., 180307-56-6

As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); 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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0070] tert-Butyl4-ethenylpiperidine-1-carboxylate (0.50 g, 2.4 mmol), trans-dichlorobis(tri-o-tolylphosphine) palladium(II) (0.050 g, 0.064 mmol), 1-bromo-4-nitrobenzene (0.57 g, 2.8 mmol), and triethylamine (1.6 mL, 12 mmol) were addedto a microwave tube, diluted with DMF (2 mL) and degassed under a stream of nitrogen. The tube was sealed andheated in the microwave to 130C for 30 min. The resulting mixture was diluted with diethyl ether and washed successivelywith saturated sodium bicarbonate, water (2x), 1 N hydrochloric acid, and brine, then dried (MgSO4) filtered and concentrated.The resulting tert-butyl4-[(E)-2-(4-nitrophenyl)ethenyl]piperidine-1-carboxylate was used directly in the nextstep.LC/MS: [(M+1)]+ = 333.

180307-56-6, 180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-M ethyl-3-nitro-1-nitrosoguanidine (3.00 g, 20.4 mmol) was added in small portions with agitation to a mixture of 5M aqueous NaOH solution (14 ml) and ether (70 ml), cooled to 0 C. The yellow ether layer was decanted into a flask precooled in an ice bath and containing a few KOH pellets for drying. To a solution of olefin 20 (0.20 g, 0.95 mmol) in ether (5 ml) cooled to 0 C. was added Pd(OAc)2 (0.006 g, 0.03 mmol), followed by the ethereal CH2N2 solution in portions (prepared as described above), and the reaction mixture was stirred at rt for 5 hr. It was quenched with AcOH and diluted with saturated aqueous NaHCO3 solution. The product was extracted with CH2Cl2 and the organic layer was dried over Na2SO4. Purification by flash chromatography (CH2Cl2) provided 0.16 g of 21 as a clear liquid.

180307-56-6, As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Schering Corporation; US2007/10513; (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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To the mixture of Zn (4.64 g, 70.99 mmol) in dioxane (50 mL) under N 2 atmosphere was added tert-butyl 4-vinylpiperidine-1-carboxylate (5.0 g, 23.66 mmol) at 20C. Then CCl 3COCl (6.45 g, 35.49 mmol) was added at 20C. The mixture was stirred at 20C for 12 hours. To the reaction mixture was added aq. NaHCO 3 (50 mL) at 0C. Then the mixture was extracted with EA (50 mL5) and the combine organic phase was dried over anhydrous Na 2SO 4 and concentrated. The residue was purified by column chromatography (SiO 2, PE/EA = 50/1 to 20/1). Tert-butyl 4- (2, 2-dichloro-3-oxocyclobutyl) piperidine-1-carboxylate (3.0 g) was obtained. 1H NMR (400 MHz, CDCl 3) delta ppm: 4.05 -4.21 (m, 2 H) 3.04 -3.27 (m, 2 H) 2.77 (br, 2 H) 2.60 (q, J = 10.4 Hz, 1H) 2.03 -2.10 (m, 1H) 1.84 -1.97 (m, 1H) 1.52 -1.63 (m, 1H) 1.46 (s, 9 H) 1.16 -1.41 (m, 3 H)., 180307-56-6

As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,180307-56-6

Step B: tert-Butyl 4-[(E)-2-(4-Fluoro-l-oxo-13-dihydro-2-benzofuran-5-yl)ethenyllpiperidine- 1-carboxylate To a flask added 5-bromo-4-fluoro-2-benzofuran-l (3H)-one (0.10 g, 0.43 mmol) palladium(II)acetate (0.097 g, 0.043 mmol), triethylamine (0.12 mL, 0.88 mmol) and tert-butyl 4-ethyenylpiperidine-l-carboxylate (0.27 g, 1.2 mmol); the resulting mixture was then dissolved in DMF (15 mL) and heated in an oil bath at 130 C for 2 h. The flask was cooled to room temperature, diluted with EtOAc and washed with saturated sodium bicarbonate and water, then dried (Na2SC>4), filtered and adsorbed into silica gel. MPLC (hexanes/EtOAc = 1/1) purification provided tert-butyl 4-[(E)-2-(4-fluoro- 1 -oxo- 1 ,3-dihydro-2-benzofuran-5-yl)ethenyl]piperidine- 1-carboxylate. LC/MS: [(M+2)]+ =233.

180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(x) 4-{2-[3-(1-tert-Butoxycarbonylmethyl-piperidin-4-yl)-1-(4-fluoro-benzyl)-1H-indazol-6-yl]-(E)-vinyl}-piperidine-1-carboxylic acid tert-butyl ester A stirred mixture of {4-[6-bromo-1-(4-fluoro-benzyl)-1H-indazol-3-yl]-piperidin-1-yl}-acetic acid tert-butyl ester (286 mg, 0.57 mmol), 4-vinyl-piperidine-1-carboxylic acid tert-butyl ester (120 mg, 0.57 mmol), lithium chloride (24 mg, 0.57 mmol), triethylamine (0.24 ml, 1.71 mmol), palladium (II) acetate (8 mg 0.03 mmol), tri-o-tolylphosphine (35 mg, 0.11 mmol), and DMF (5 ml) was heated at 105 (oil-bath temperature) under nitrogen for 18 h. When cool, the mixture was evaporated in vacuo, treated with aqueous saturated sodium bicarbonate (20 ml), and extracted with ethyl acetate (2*20 ml). The combined, dried (Na2 SO4) organic extracts were evaporated, and the residue purified by flash chromatography over silica gel (Merck 9385). Elution with ethyl acetate –cyclohexane (1:2) afforded impure fractions and pure fractions (I). The impure fractions were purified by flash chromatography over silica gel (Merck-9385) eluding with ethyl acetate–cyclohexane (gradient 1:4 to 1:2) to give pure fractions (II). The pure fractions (I) and (II) were combined to give the title compound as a pale yellow oil (195 mg).

180307-56-6, The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Glaxo Group Limited; US5861414; (1999); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem