Downstream synthetic route of 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A stirred mixture of 8-((6-chloro- lH-pyrazolo[3,4-d]pyrimidin-l- yl)sulfonyl)quinoline (0.3 g, 0.00086 mol, 1.0 eq), tert-butyl 4-(4- aminophenyl)piperazine- l-carboxylate (0.95eq), DIPEA (3.0 eq) in w-BuOH (10 mL) in a sealed vial was heated at 110C for 16 h. After TLC showed completion of the starting material, the mixture was cooled to rt, poured into water and extracted with ethyl acetate (2 x 100 mL). The organic layer was dried over Na2S04 and the solvent distilled off to get the crude product. The crude product was purified through Combiflash chromatography (silica gel) using MeOH in DCM as eluent. The desired compound was eluted at 0.8% MeOH in DCM and the concentration of the pure fractions provided tert- butyl 4-(4-((l-(quinolin-8-ylsulfonyl)- lH-pyrazolo[3,4-170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ASANA BIOSCIENCES, LLC; VENKATESAN, Aranapakam M.; SMITH, Roger A.; THOMPSON, Scott K.; LAPING, Nicholas; KULKARNI, Bheemashankar; HALLUR, Gurulingappa; VISWANADHAN, Vellarkad N.; PENDYALA, Muralidhar; KETHIRI, Raghava Reddy; TYAGI, Rajiv; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; WO2015/38417; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

p-Nitrophenyl chloroformate (4.16 g) and pyridine (2.0 mL) were added to a solution of N-tert-butyloxycarbonyl-N’-(4-aminophenyl)-piperazine (5.54 g) in anhydrous tetrahydrofuran (40 mL) at 0C. The reaction mixture was stirred at 0C for one hour and stirred at room temperature for three hours and diluted with 1N hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution and saturated brine, dried over sodium sulfate and concentrated. The obtained solid was collected by filtration and dried and 6.42 g (72%) of the title compound was obtained as a pale yellow solid. 1H NMR(400MHz,DMSO-d6):delta(ppm)=8.26(2H, d, J=9.OHz), 7.37(2H, d, J=9.0Hz), 7.34(2H, d, J=9.OHz), 6.97(IH, brs), 6.92(2H, d, J=9.OHz), 3.58(4H, t, J=5.1Hz), 3.10(4H, t, J=5.1Hz), 1.48(9H, s).

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sankyo Company, Limited; EP1764360; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of SK1-008 (8b, Scheme 3) (0.176 g, 0.6 mmol) and tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (0.167 g, 0.6 mmol) in 2-propanol (3 mL) was heated at 80 C in sealed tube for 40 h (monitored with HPLC-MS). The resulting precipitate was filtered upon cooling, and washed with 2- propanol (2 mL x 2), then dried under high vacuum to afford the title compound as a light greensolid (0.300 g, 88%). Mp.: 124 C (dec.); HPLC 98.5% (tR = 7.51 mm, 60% CH3OH in 0.1% TFA water, 20 mm); ?H NMR (400 MHz, DMSO-d6): oe 9.00 (s, 1H disappear on D20 shake), 7.94 (s, 1H), 7.53(d, J= 8.8 Hz, 2H), 6.84 (d, J= 8.8 Hz, 2H), 6.77 (brt, J= 5.6 Hz, 1H disappear on D20 shake), 4.10-4.03 (m, 1H), 3.78-3.73 (m, 1H), 3.63-3.58 (m, 1H), 3.43-3.40 (m, 6H), 2.96 (t, J= 4.8 Hz, 4H), 1.90-1.77 (m, 3H), 1.62-1.56 (m, 1H), 1.40 (s, 9H); LC-MS(ESI+) m/z 533.19, 535.19 (Br isotope); (M+H) HRMS (ESI+) m/z calculated for C24H34BrN6O3 (M+H) 533.1870, found 533.1862., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 250 mL round bottom flask was added 5 g (18.1 mmol) of crude I-f,Nitro-lH-pyrazole-3-carboxylic acid (3.1 g, 19.9 mmol)EDC · HCl 4.1 g (21.7 mmol),HOBt 2.9 g (21.7 mmol) and anhydrous DMF 50 mL,Stir at room temperature for 24 hTLC detects the disappearance of the starting material (methanol: chloroform = 1:10).The reaction solution was poured into 200 mL of ice water,Precipitation of a large number of light yellow solid, standing,Consider the yellow solid,The crude product was recrystallized from a mixed solvent of ethyl acetate and methanol to give 4.7 g of (I-g)Yield 62.4%., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; China Pharmaceutical University; Lu Shuai; Wang Yue; Zhi Yanle; Yao Chao; Lu Tao; Li Baoquan; Chen Puzhou; Bao Jiyin; (27 pag.)CN107245073; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 170911-92-9

170911-92-9, The synthetic route of 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The MH1-004 (0.100 g, 0.403 mmol) and 1-boc-4-(4?-aminophenyl)piperazine (0.112 g, 0.403 mmol) were mixed in EtOH (1 ml) in a 5 ml microwave vial, and heated to 150 C for 20 minutes in a microwave, after which a drop of concentrated HCl was added, before returning it to the microwave for a further 20 minutes at 150C. The solid precipitate produced was filtered out of the mixture and washed with a saturated solution of NaHCO3, and the solid product again collected by filtration. The resulting white solid was dried under reduced pressure (0.074 g, 0.190 mmol, 47%). HPLC-MS {m/z 195.2 [(M+2H)/2]2} 97.8% [R = 6.99 mm, Grad. MeOH – water 5-95 (with 0.1% formic acid) 20mm]; ?H NMR (400 MHz, DMSO-d6) oe 8.93 (s, 1H), 7.86 (s, 1H), 7.50 (d, J 9.0 Hz, 2H), 7.00(t, J= 5.7 Hz, 1H), 6.79 (d, J= 9.1 Hz, 2H), 4.10-4.03 (m, 1H), 3.75 (dd, J 13.6, 7.5 Hz, 1H),3.60 (dd, J 14.5, 7.4 Hz, 1H), 3.41 (t, J 6.0 Hz, 3H), 2.96 -2.88 (m, 4H), 2.84 – 2.76 (m,4H), 1.94 – 1.72 (m, 3H), 1.64- 1.53 (m, 1H). LC-MS (ESI+) m/z 389.19 (M+H) HRMS(ESI+) m/z calculated for C,9H26ClN6O (M+H) 389.1851, found, 389.1860.

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

mCPBA (<77% pure) (61.1 mg, assumed 0.273 mmol) in DCM (0.5 mL) was added to a stirred solution of 8-bromo-6- (2 , 6 -dichlorophenyl ) -2- (methylthio) pyrido [4 , 3 -d] pyrimidin-5 (6H) -one (98.4 mg, 0.236 mmol) in toluene (4.0 mL) at RT under nitrogen. After 20 min, DIPEA (0.124 mL, 0.708 mmol) and tert-butyl 4- (4- aminophenyl) piperazine-l-carboxylate (72.0 mg, 0.260 mmol) [commercially available] were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded onto a KP-NH column and purified by flash chromatography (0- 50%, EtOAc in cyclohexane) to give the title compound (125 mg, 82%) as a brown solid. LCMS (Method A) : RT = 1.67 min, m/z = 647 [M+H]+., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 170911-92-9

170911-92-9, 170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

N-tert-butyloxycarbonyl-N’-(4-aminophenyl)-piperazine (138 mg) and 5-chloro-2-methoxyphenyl isocyanate (138 mg) were dissolved in anhydrous tetrahydrofuran (5 mL) and stirred at room temperature for 14.5 hours. After methanol was added to the reaction solution, the mixed solution was concentrated. The obtained solid was vigorously stirred in hexane/isopropyl ether (5:1), collected by filtration and dried under reduced pressure, and 206 mg (89%) of the title compound was obtained as a pale pink crystal. 1H-NMR spectrum (400MHz,DMSO-d6):delta(ppm)=9.15(1H, s), 8.27(1H, s), 8.21(1H, d, J=2.3Hz), 7.29(2H, d, J=9.0Hz), 7.00(1H, d, J=9.0Hz), 6.94(1H, dd, J=8.6 and 2.8Hz), 6.95(2H, d, J=2.8Hz), 3.87(3H, s), 3.44(4H, t, J=4.9Hz), 2.99(4H, t, J=5.1Hz), 1.42(9H, s). MS(FAB) m/z:461 (M + H)+. Melting point: 205C.

170911-92-9, 170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Sankyo Company, Limited; EP1764360; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

The synthetic route of 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The above product 17C (460 mg, 1.66 mM) was dissolved in dichloromethane (10 mL), triethylamine (347 muL, 2.49 mM) and p-toluenesulfonyl chloride (317 mg, 1.66 mM) were added and reacted overnight. The reaction was monitored by TLC, and 5% citric acid aqueous solution was added, extracted with dichloromethane, washed with saturated brine, dried over anhydrous sodium sulfate, concentrated, and subjected to column chromatography (petroleum ether/ethyl acetate=2/1) to obtain 17D ( 600 mg, yield 84%)., 170911-92-9

The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chengdu Beisikairui Biological Technology Co., Ltd.; Li Dequn; (44 pag.)CN107540636; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

170911-92-9, The synthetic route of 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 3-(2-chloropyrimidin-4-yl)-5-fluoro-lH-indole-l- carboxylate (400 mg, 1.15 mmol) in dioxane (1 mL), were added cesium carbonate (2.25 g, 6.90 mmol), XANTPetaOS (39.8 mg, 0.069 mmol), l-(4-Amino-phenyl)-piperazine-4-carboxylic acid tert-butyl ester (604 mg, 1.72 mmol), and bis(dibenzylideneacetone)palladium (0) (21.1 mg, 0.023 mmol). The reaction mixture vial was capped and heated to 1000C for 12 hr. The reaction mixture was cooled, diluted with H2O, and extracted with EtOAc. The organic layer was collected, dried with MgSO4, filtered, and concentrated under reduced pressure. Column chromatography (100 % Hex to 100% EtOAc produced tert-butyl 3-[2-({4-[4-(tert- butoxycarbonyl)piperazin- 1 -yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro- li/-indole- 1 -carboxylate. LRMS m/z (M+H) Calcd: 589.3, found: 589.3.

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2007/149427; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of 6-iodo-8-methyl-2-(methylthio)pyrido[2,3- d]pyrimidin-5(8H)-one (100 mg, 0.30 mmol) in toluene (2mL) at 0 C under nitrogen was added mCPBA (<77% pure)(78 mg, 0.35 mmol) in DCM (2 mL) . After 30 mi DIPEA(0.157 mL, 0.90 mmol) was added, followed by the additionof tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate(92 mg, 0.33 mmol) in toluene (1.0 mL) . The reactionmixture was stirred at 60 C until deemed complete byLCMS analysis. The reaction mixture was cooled to RT and diluted with DCM (15 mL) and brine (10 mL) and extracted. The organic portion was dried (Phase Separator) and concentrated in vacuo. The residue obtained was purified by flash chromatography (0-100%, EtOAc in cyclohexane) toafford the title compound (44.0 mg, 26%) as a yellow solid. LCMS (Method A) : = 1.33 mi m/z = 563 [M+H]., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; O’DOWD, Colin Roderick; BURKAMP, Frank; BELL, Mark Peter; WO2015/19037; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics