Analyzing the synthesis route of tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate

350684-49-0, The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (4.98mmol, 1.52Og) was dissolved in dichloromethane and trifluoroacetic acid added. The reaction was left overnight and then treated to SCX purification. The intermediate amine was combined with 2-(4-(bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (4.98mmol, 1.678g) and potassium carbonate (4.98mmol, 0.688g) in acetonitrile (3OmL) and stirred overnight. The reaction was concentrated under reduced pressure and the residue partitioned between water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure. Purification by SCX column chromatography and silica chromatography (eluting with ethyl acetate) gave the title compound (1.25g). MS (ESI) m/z 462.5 [M+H]+

350684-49-0, The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; WO2009/138438; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate

The synthetic route of 350684-49-0 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.350684-49-0,tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The mixture of compound 10a-10e (3.24 mmol), compound 9(1.04 g, 3.4 mmol), Pd(OAc)2 (0.11 g, 0.5 mmol), Xantphos (0.28 g,0.5 mmol), and K3PO41.38 g, 6.48 mmolin DMF (8 mL) was heated 22 h at 125 C under argon followed by cooling to roomtemperature.The mixture was extracted with dichloromethane(20 mL x 3), the combined organic phase was washed with water(15mL x 2), dried over anhydrous Na2SO4 and concentrated toafford the crude product. The crude product was purified by columnchromatography to obtain compounds 11a-11e., 350684-49-0

The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate

As the paragraph descriping shows that 350684-49-0 is playing an increasingly important role.

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2,4-dichloro-5-(trifluoromethyl)pyrimidine(0.46 mL,3.4 mmol) in DCE (12 mL) and tBuOH (12 mL) was added 4mL ZnCl2 solution (1M in diethyl ether). The mixture was stirredunder ice bath for 1 h. Then the mixture was added compound21(1.04 g, 3.4 mmol in 3mL DCE: tBuOH 1:1) and stirred foranother 1.5 h under ice bath. Then the mixture was added Et3N(0.52 mL, 3.7 mmol) dropwise. The mixture was concentrated undervacuum and extracted with dichloromethane (20 mL x 3). Theorganic phase was washed with brine (15mL x 3) and dried overanhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by column chromatography to get compound 12 as white solid (0.76 g, 46%). Mp: 182-183 C. 1H NMR (400 MHz,DMSO-d6) delta 10.90 (s, 1H), 8.85 (s, 1H), 7.82 (d, J = 8.0 Hz, 2H), 7.45 (d,J = 8.4 Hz, 2H), 3.40 (s, 8H), 1.42 (s, 9H).13C NMR (100 MHz,DMSO-d6) delta 168.96, 160.37, 158.08 (d, J = 5.0 Hz),157.73, 153.81,139.80, 130.26, 128.07, 119.55, 112.32-111.32 (m), 79.14, 43.49, 42.90, 27.99., 350684-49-0

As the paragraph descriping shows that 350684-49-0 is playing an increasingly important role.

Reference£º
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate

350684-49-0, The synthetic route of 350684-49-0 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.350684-49-0,tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The adamantane-1-isocyanate (157 mg, 0.88 mmol) was dissolved in 5 mL of anhydrous dichloromethane. A solution of tert-butyl 4- (4-aminobenzoyl) piperazine-1-carboxylate (5) (270 mg) was added dropwise to a solution of 5 mL of anhydrous dichloromethane at 0 C, 0.88 mmol). The reaction was allowed to warm at room temperature and stirred overnight. After about 12 hours, the reaction was stopped, concentrated, and purified by column chromatography (CH2C12: CH30H = 40: 1) to give 320 mg of a white powder solid in 66% yield.

350684-49-0, The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chinese Academy of Sciences, Shanghai Institute of Medicine; LONG, YAQIU; HUANG, SHAOXU; (71 pag.)CN102464631; (2016); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 350684-49-0

350684-49-0 tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate 2763355, apiperazines 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.350684-49-0,tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

KOtBu (2.81 g, 25.08 mmol) was dissolved into 20 ml DMSO in a round bottom flask, tert-butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (7 g, 22.92 mmol) in 30 ml DMSO was added and the resulting mixture was stirred for 15 minutes at room temperature, then cooled in an iced bath for 5 minutes. 5-bromo-2- fluorobenzonitrile (4.6 g, 23.00 mmol) in 20 ml DMSO was added. The ice bath was removed and the mixture stirred for 5 hours while warming to room temperature. LCMS showed product and unreacted starting materials. Additional KOtBu (2g, 17.82 mmol) was added and the reaction stirred at room temperature overnight. The mixture was transferred into a separating funnel that was loaded with dichloromethane and dilute aq. NH4CI solution. The layers were separated, the organic layer washed one more time with water, then brine, dried over MgStheta4, filtered and concentrated in vacuum. The crude was dissolved in dichloromethane, and refluxed while adding ethyl acetate until the solution becomes cloudy, then allowed to stand and cool to room temperature. The product precipitated and was collected by filtration. 6.40 g tert-butyl 4-(4-(4-bromo-2-cyanophenylamino)- benzoyl)piperazine-1-carboxylate were isolated as a white solid. The mother liquor was concentrated in vacuum and purified by column chromatography on silica, gradient from 100% dichloromethane to 50% ethyl acetate in dichloromethane. Product containing fractions were combined and evaporate to give additional 0.90 g product as a pale yellow solid. MS (ESI) m/z 485/487 (1 Br isotope pattern) (M+H), 429/431 (1 Br isotope pattern) (M+H-C4H8). 1H NMR (CDCl3) delta ppm 7.64 (s, 1 H), 7.50 (d, 1H, J= 9.2), 7.42 (d, 2 H, J= 8.3), 7.19-7.15 (m, 3H), 6.39 (s, 1 H), 3.80- 3.40 (b, 8 H), 1.47 (s, 9H)., 350684-49-0

350684-49-0 tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate 2763355, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PURANDARE, Ashok, Vinayak; BATT, Douglas, G.; LIU, Qingjie; JOHNSON, Walter, L.; MASTALERZ, Harold; ZHANG, Guifen; ZIMMERMANN, Kurt; WO2010/80474; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 350684-49-0

350684-49-0, As the paragraph descriping shows that 350684-49-0 is playing an increasingly important role.

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The mixture of compound 10a-10e (3.24 mmol), compound 9(1.04 g, 3.4 mmol), Pd(OAc)2 (0.11 g, 0.5 mmol), Xantphos (0.28 g,0.5 mmol), and K3PO41.38 g, 6.48 mmolin DMF (8 mL) was heated 22 h at 125 C under argon followed by cooling to roomtemperature.The mixture was extracted with dichloromethane(20 mL x 3), the combined organic phase was washed with water(15mL x 2), dried over anhydrous Na2SO4 and concentrated toafford the crude product. The crude product was purified by columnchromatography to obtain compounds 11a-11e.

350684-49-0, As the paragraph descriping shows that 350684-49-0 is playing an increasingly important role.

Reference£º
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 350684-49-0

350684-49-0 tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate 2763355, apiperazines compound, is more and more widely used in various.

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The mixture of compound 10a-10e (3.24 mmol), compound 9(1.04 g, 3.4 mmol), Pd(OAc)2 (0.11 g, 0.5 mmol), Xantphos (0.28 g,0.5 mmol), and K3PO41.38 g, 6.48 mmolin DMF (8 mL) was heated 22 h at 125 C under argon followed by cooling to roomtemperature.The mixture was extracted with dichloromethane(20 mL x 3), the combined organic phase was washed with water(15mL x 2), dried over anhydrous Na2SO4 and concentrated toafford the crude product. The crude product was purified by columnchromatography to obtain compounds 11a-11e.

350684-49-0 tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate 2763355, apiperazines compound, is more and more widely used in various.

Reference£º
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics