Category: 197638-83-8

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 58 te/f-Butyl 4-(4-(6-bromo-7-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)- 3H-imidazo[4,5-ib]pyridin-2-yl)phenyl)piperazine-1-carboxylateThis was prepared using the same procedure as for 4-(6-bromo-2-(4- (dimethylamino)phenyl)-3H-imidazo[4,5-/?]pyridin-7-yl)-lambda/-phenylpiperazine-1- carboxamide (example 39 of PCT/GB2006/004854), but here using 5-bromo-3-nitro- 4-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)pyridin-2-amine (75 mg, 0.16 mmol), DMF (0.2 mL), ethanol (1.3 ml_), 1 M Na2S2O4 (3 eq, 0.48 mmol, 0.48 ml_) and 4-(4-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester (1.1 eq, 0.18 mmol, 52 mg). After 6 h, concentration in vacuo and purification by preparative tic (CH2CI2-MeOH, 95:5) gave the product (25 mg, 22%) as a colourless solid; deltaH (500 MHz, DMSO-d6) 1.42 (s, 9H, C(CH3J3), 2.63 (s, br, 4H, piperazine N(CH2J2), 3.26 (t, J = 4.4 Hz, 4H, piperazine N(CH2J2), 3.47 (s, br, 4H, piperazine N(CH2)2), 3.65 (s, br, 4H, piperazine N(CH2J2), 3.73 (s, 2H, NCH2), 7.07 (d, J = 9.0 Hz, 2H, phenyl H-3 & H- 5), 7.91 (d, J = 8.0 Hz, 1H, pyridine H-5), 8.04 (d, J = 8.8 Hz, 2H, phenyl H-2 & H-Q), 8.08 (dd, J = 8.1 , 1.4 Hz, 1 H, pyridine H-A), 8.18 (s, 1 H, imidazo[4,5-b]pyridine H-5), 8.77 (s, br, 1H, pyridine H-2), 13.28 (s, br, 1H, imidazo[4,5-6]pyridine NH); LC (Method B) – MS (ESI, m/z): Rt = 5.05 min – 701 , 703 [(M+H)+, Br isotopic pattern. ESI-HRMS: Found: 701.2167, calculated for C32H37BrF3N8O2 (M+H)+: 701.2170.

197638-83-8, As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 19 terf-Butyl 4-(4-(6-bromo-7-(4-(4-chlorobenzyl)piperazin-1-yl)-3H-imidazo[4,5- b]pyridin-2-yl)benzyl)piperazine-1-carboxylate To a mixture of 5-bromo-4-[4-(4-chloro-benzyl)-piperazin-1-yl]-3-nitro-pyridin-2- ylamine (0.043 g, 0.10 mmol) and EtOH (6.0 mL) was added tert-butyl 4-(4- formylbenzyl)piperazine-1-carboxylate (0.040 g, 0.13 mmol) followed by a freshly prepared aqueous solution of Na2S2theta4 (1 M; 0.40 mL, 0.40 mmol). The reaction mixture was stirred at 80 0C for 24 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column, and elution with a gradient of methanol (0 to 7%) in ethyl acetate / dichloromethane (v:v; 1 :1 ) afforded the title compound as a pale yellow solid (0.036 g, 53%). 1H-NMR (500 MHz, DMSO-d6) 1.39 (s, 9H, OC(CH3)3), 2.33 (br t, J = 4.7 Hz, 4H), 2.61 (br s, 4H), 3.33 (br s, 4H), 3.67 (br s, 4H) (4 x piperazine N(CH2)2), 3.56 (s, 2H) and 3.57 (s, 2H) (NCH2-C6H4CI and C6H4CH2, 7.41 (m, 4 H, C6H4CI), 7.47 (d, J = 7.6 Hz, 2H) and 8.14 (d, J = 7.6 Hz, 2H) (3,5-C6H4 and 2,6-C6H4), 8.23 (s, 1 H, imidazo[4,5-197638-83-8, As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 terf-Butyl 4-(4-(6-chloro-7-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)- 3H-imidazo[4,5-/3]pyridin-2-yl)phenyl)piperazine-1-carboxylate To a mixture of 5-chloro-3-nitro-4-(4-((6-(trifluoromethyl)pyridin-3- yl)methyl)piperazin-1-yl)pyridin-2-amine (0.100 g, 0.24 mmol, 1 eq), EtOH (4.3 mL) and DMF (0.57 mL), te/t-butyl-4-(4-formylphenyl)tetrahydro-1-(2H)pyrazine carboxylate (0.077 g, 0.26 mmol, 1.1 eq) was added followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.72 mL, 0.72 mmol). The reaction mixture was heated at 85C for 24 h, then allowed to cool to room temperature and diluted with DCM and a few drops of aqueous NH3 until complete dissolution was observed. This solution was deposited on two preparative silica TLC plates and eluted with DCM/MeOH (v/v; 94:6). The title compound was obtained after trituration with diethyl ether as an off-white solid (0.042 g, 27%); 1H-NMR (500Mz, DMSO-c/6): 1.43 (s, 9H, C(CH3J3), 2.60-2.67 (m, 4H, piperazine N(CH2J2), 3.27 (t, 4H, J = 5.2 Hz, piperazine N(CH2)2), 3.45-3.51 (m, 4H, piperazine N(CH2J2), 3.66-3.72 (m, 4H, piperazine N(CH2)2), 3.73 (s, 2H, NCH2), 7.06 (d, J = 9.0 Hz, 2H, ArH, C6H4), 7.90 (dd, 1H, pyridine H), 8.03 (d, J = 9.0 Hz, 2H, ArH1 C6H4), 8.04 (s, 1 H, imidazo[4,5-]pyridine 5- H), 8.06-8.11 (m, 1H, pyridine H ), 8.75-8.78 (m, 1H, pyridine H), 13.19 (br s, 1H, imidazo[4,5-ib]pyridine N-H); LC (Method B) – MS (ESI, m/z) 4.93 min – 657/659 [(M+H)+, Cl isotopic pattern]; ESI-HRMS: Found: 657.2675, calculated for C32H37CIF3N8O2 (M+H)+: 657.2671.

197638-83-8, The synthetic route of 197638-83-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 26 te/t-butyl 4-(4-(6-Bromo-7-(4-(1-phenylethyl)piperazin-1-yl)-3H-imidazo[4,5-jb]pyridin- 2-yl)phenyl)piperazine-1-carboxylate To a mixture of 5-bromo-3-nitro-4-[4-(1-phenyl-ethyl)-piperazin-1-yl]-pyridin-2-ylamine (prepared as described in example 70 of PCT/GB2006/004854; 0.042 g, 0.1 mmol) and EtOH (6.5 ml_) was added ferf-butyl 4-(4-formylphenyl)piperazine-1-carboxylate (0.038 g, 0.13 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.40 mL, 0.40 mmol). The reaction mixture was stirred at 80 0C for 20 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column, and elution with a gradient of methanol (0 to 3%) in ethyl acetate / dichloromethane (v:v; 1 :1 ) afforded the title compound as a yellow solid (0.031 g, 48%). 1H-NMR (500 MHz, DMSO-d6) 1.36 (d, J = 6.7 Hz, 3H, CHCH3), 1.43 (s, 9H, OC(CHs)3), 2.53 (m, 2H), 2.60 (m, 2H), 3.26 (br t, 4H), 3.48 (m, 5H), and 3.61 (br s, 4H) (piperazine NCH2 and CHCH3), 7.07 (d, J = 9.0 Hz, 2H) and 8.03 (d, J = 8.8 Hz, 2H) (2,6-C6H4 and 3,5-C6H4), 7.25 (m, 1 H) and 7.36 (m, 4H) (PhH), 8.15 (s, 1 H, imidazo[4,5-]pyridine 5-H), 13.23 (br s, 1 H, imidazo[4,5-]pyridine N-H); LC (Method B) – MS (ESI, m/z): Rt = 4.14 min – 646, 648, [(M+H)+, Br isotopic pattern],

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

A solution of 4-(4-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.3 g, 4.47 mmol) in THF (50 mL) was mixed with LAH (0.7 g, 17.87 mmol) and stirred at reflux for 14 h. The reaction was quenched at room temperature by adding KOH aqueous (14 N, 20 mL). The supernatant was decanted and combined with DCM washings, then diluted with water (50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration using a rotary evaporator to give [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 89%). To a solution of DMSO (0.56 mL, 7.96 mmol) in DCM (50 mL) at -78 C. was added oxalyl chloride (0.7 mL, 7.96 mmol) and the resulting mixture was stirred at -78 C. for 0.5 h. A solution of [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 3.98 mmol) in DCM (20 mL) was slowly added. The reaction was stirred at -78 C. for 1.5 h. Triethylamine (1.7 mL, 11.94 mmol) was added and the reaction was allowed to gradually warm up to room temperature. After stirring for 4 h the reaction was quenched by adding sodium bicarbonate aqueous (1 N, 50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration to afford a residue, which was further purified by column chromatography to yield 4-(4-methyl-piperazin-1-yl)-benzaldehyde (0.5 g, 61%).5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one was synthesized from 2-amino-4,6-dimethoxybenzamide and 4-(4-methyl-piperazin-1-yl)-benzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one (120 mg, 41%) was converted to the corresponding hydrochloride (a yellow solid). Selected data: MS (m/z): 381.11; MP 252.4-254.2 C. (di-hydrochloride).

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 56 4-(4-tert-Butoxycarbonylpiperazin-1-yl)benzaldehyde 4-(oxazol-5-yl)phenylhydrazone 4-(4-tert-Butoxycarbonylpiperazin-1-yl)benzaldehyde (363 mg) was added to an ethanol solution (10 ml) of 4-(oxazol-5-yl)phenylhydrazine (200 mg), followed by heating overnight under reflux. Dichloromethane was added to the residue obtained by evaporating the solvent, and the thus precipitated solid was collected by filtration, washed with diethyl ether and then dried to obtain the title compound (427 mg) as a yellow solid. 1H-NMR (400 MHz, CDCl3) delta: 1.49 (9H, s), 3.21 (4H, bs), 3.58 (4H, bs), 6.91 (2H, d, J=8.8 Hz), 7.13 (2H, d, J=8.8 Hz), 7.26 (1H, s), 7.55 (2H, d, J=8.8 Hz), 7.57 (2H, d, J=8.8 Hz), 7.62 (1H, s), 7.66 (1H, s), 7.85 (1H, s). ESI-MS m/z: 448 (M+H)+.

197638-83-8, As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1612204; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: A solution of the pyridine (1.0 eq.) in dry. THF (0.1 M) was treated dropwise with s-BuLi solution (1.4 M in cyclohexane, 1 eq.) at 78 C and stirred at this temperature for 1 h. The reaction solution was then treated with a solution of the aldehyde or the isocyanate (2.5 eq.) in dry THF (1.2 M), and the reaction mixture was slowly warmed to rt overnight. After the addition of water and sat. amMonium chloride solution, the heterogeneous mixture was extracted three times with EtOAc. The combined organic layers were washed with sat. sodium chloride solution, dried over anhydrous magnesium sulfate, and the crude product was concentrated in vacuo. The product was isolated by means of flash chromatography on silica gel.

197638-83-8, The synthetic route of 197638-83-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Robke, Lucas; Rodrigues, Tiago; Schroeder, Peter; Foley, Daniel J.; Bernardes, Goncalo J.L.; Laraia, Luca; Waldmann, Herbert; Tetrahedron; vol. 74; 35; (2018); p. 4531 – 4537;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-(4-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.3 g, 4.47 mmol) in THF (50 mL) was mixed with LAH (0.7 g, 17.87 mmol) and stirred at reflux for 14 h. The reaction was quenched at room temperature by adding KOH aqueous (14 N, 20 mL). The supernatant was decanted and combined with DCM washings, then diluted with water (50 mL). The mixture was extracted with DCM (3¡Á50 mL) followed by concentration using a rotary evaporator to give [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 89%). To a solution of DMSO (0.56 mL, 7.96 mmol) in DCM (50 mL) at -78 C. was added oxalyl chloride (0.7 mL, 7.96 mmol) and the resulting mixture was stirred at -78 C. for 0.5 h. A solution of [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 3.98 mmol) in DCM (20 mL) was slowly added. The reaction was stirred at -78 C. for 1.5 h. Triethylamine (1.7 mL, 11.94 mmol) was added and the reaction was allowed to gradually warm up to room temperature. After stirring for 4 h the reaction was quenched by adding sodium bicarbonate aqueous (1 N, 50 mL). The mixture was extracted with DCM (3¡Á50 mL) followed by concentration to afford a residue, which was further purified by column chromatography to yield 4-(4-methyl-piperazin-1-yl)-benzaldehyde (0.5 g, 61%)., 197638-83-8

As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference£º
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 7 tert-Butyl 4-(4-(6-bromo-7-(4-((5-fluoropyridin-3-yl)methyl)piperazin-1-yl)-3H- imidazo[4,5-jb]pyridin-2-yl)phenyl)piperazine-1-carboxylateTo a mixture of 5-bromo-4-(4-((5-fluoropyridin-3-yl)methyl)piperazin-1-yl)-3- nitropyridin-2-amine (0.90 g, 0.22 mmol, 1 eq), EtOH (3.8 mL) and DMF (0.52 mL), tert-butyl-4-(4-formylphenyl)tetrahydro-1-(2H)pyrazine carboxylate (0.069 g, 0.24 mmol, 1.1 eq) was added followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.66 mL, 0.66 mmol). The reaction mixture was heated at 85 C for 24 h, then allowed to cool to room temperature and diluted with DCM and a few drops of aqueous NH3 until complete dissolution was observed. This solution was deposited on two preparative silica TLC plates and eluted with DCM/MeOH (v/v; 94:6). The title compound was obtained after trituration with diethyl ether as an off-white solid (0.025 g, 15%); 1H-NMR (500Mz, DMSO-Cf6): delta 1.42 (s, 9H, C(CH3J3), 2.59-2.67 (m, 4H, piperazine N(CH2)2), 3.23-3.29 (m, 4H, piperazine N(CH2)2), 3.43-3.52 (m, 4H, piperazine N(CH2)2), 3.60-3.70 (m, 6H), 7.07 (d, J = 9.0 Hz, 2H, ArH, C6H4), 7.70- 7.75 (m, 1 H, py 4-H), 8.13 (d, J = 9.0 Hz, 2H, ArH, C6H4), 8.18 (s, 1 H, imidazo[4,5- jb]pyridine 5-H), 8.45-8.48 (m, 1 H, py 2-H ), 8.50 (d, 1 H, J = 3.0 Hz, py 6-H)1 13.28 (brs, 1 H, imidazo[4,5-iotab]pyridine N-H); LC (Method B) – MS (ESI, m/z) 4.59 min – 651/653 [(M+H)+, Br isotopic pattern]. ESI-HRMS: Found: 651.2200, calculated for C3IH37FBrN8O2 (M+H)+: 651.2201.

197638-83-8, The synthetic route of 197638-83-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,197638-83-8

Compound 23 was synthesized as show n Scheme 4.

The synthetic route of 197638-83-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; COMBS, Colin; MULLER, Gerhard; DAMEN, Eddy; NAGAMOTO-COMBS, Kumi; (73 pag.)WO2017/100703; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics