Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

[00236] To a 15 mL pressure tube was added 8-ethyl-4-methyl-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one (70.0 mg, 0.202 mmol), 1 mL dimethylsulfoxide (dmso), and 4-morpholinoaniline (Aldrich, 72.9 mg, 0.409 mmol, 2 eq,) was added. The reaction mixture was heated to 1000C for 16 h. The reaction was diluted with EtOAc, washed with sat. aqueous NaHCO3, dried over Na2SO4, filtered, and concentrated. The crude material was purified by preparative hplc using 20 – 90% ACN in H2O with 0.05% THF. The desired product containing fractions were combined, diluted with EtOAc, and washed with saturated NaHCO3, H2O, and brine. The organic layer was dried over Na2SO4 and solvent was removed on a rotary evaporator to a colorless film. The film was dissolved in 2 mL ACN and 2 mL H2O, frozen and lyophilized overnight, yielding 8.7 mg (10% yield) of 6-Bromo-8-ethyl-4-methyl-2-[(4-morpholin-4-ylphenyl)amino]pyrido[2,3- EPO phiyrimidin-7(8H)-one as a colorless powder: 1H NMR (400 MHz, CDCl3): delta 8.13 (s, IH),7.56 (d, J= 8.8 Hz5 2H), 7.22 (s, IH)5 6.94 (d, J= 9.2 Hz5 2H), 4.50 (q, J= 7.2 Hz5 2H), 3.88(t, J= 4.4 Hz, 4H)5 3.15 (t, J= 5.2 Hz5 4H)5 1.58 (s, 3H)5 1.35 (t, J= 6.8 Hz, 3H)5 MS (EI) forC20H22BrN5O2: 444.3 (MH+)

115619-01-7, The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; WO2007/44698; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of ethyl 2-(4-acetylpiperazin-l-yl)-2-phenylacetate (154). Ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) was dissolved in acetonitrile (4 ml) and DIPEA (0.28 ml, 1.60 mmol) and 1- (piperazin- l-yl)ethanone (0.21 g, 1.60 mmol) were sequentially added. The reaction was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by flash chromatography (DCM/Acetone = 9/1) to obtain ethyl 2-(4-acetylpiperazin-l-yl)-2- phenylacetate (341 mg, 95 % yield) as a pale yellow oil. 1H NMR (300 MHz, DMSO-d6) ppm 6.80 – 7.63 (m, 5 H), 4.18 (s, 1 H), 4.00 – 4.16 (m, 2 H), 3.33 – 3.49 (m, 4 H), 2.26 – 2.45 (m, 4 H), 1.95 (s, 3 H), 1.13 (t, 3 H)., 13889-98-0

13889-98-0 1-Acetylpiperazine 83795, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHIESI FARMACEUTICI S.P.A.; AMARI, Gabriele; PESENTI, Cristina; BOSSOLO, Stefano; WO2013/98145; (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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

A mixture of compound 3 (306 mg, 1 mmol),tert-butyl 2-amino-4-(thran-3-yl)-phenylcarbamate (246 mg, 0.9 mmol) and 1 -(3-dimethylaminopropyl)-3-ethylcar- bodiimide hydrochloride (573 mg, 3 mmol) in pyridine (15 mE) was stirred at room temperature for overnight. The mixture was poured into water (100 mE), filtered to obtain compound 4 (420 mg, 83%) as a yellow solid.

162046-66-4, The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); 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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

A solution of 4-nitrobenzoyl chloride (25) (1 g, 5.39 mol) in CH3CN (50 mL) was treated with 1-methylpiperazine (26) at 10 C. over 10 min. The reaction mixture was stirred for another 1 h followed by addition of TEA (1.49 mL, 2 eq) and stirring for an additional half hour. The reaction mixture was diluted with ice-cold water (150 mL) and extracted with EtOAc (4¡Á150 mL). The organic layer was dried over MgSO4 and concentrated to give 1.1 g (82% yield) (4-methylpiperazin-1-yl)(4-nitrophenyl)methanone 27 as a yellow solid. TLC: 10% MeOH/DCM, Rf=0.6. 1NMR (400 MHz, CDCl3) 8.28(d, J=8.5 Hz, 2H), 7.56(d, J=8.5 Hz, 2H), 3.88(br-s, 4H), 3.46(br-s, 4H), 2.40(s, 3H) ESI/MS m/z 250.0 (M+H)

109-01-3, 109-01-3 1-Methylpiperazine 53167, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SUPERGEN, INC.; US2008/214558; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17Atert- Butyl 4-(cyclopropanecarbonyl)piperazine- 1 -carboxylate[00523] A mixture of compound tert-butyl piperazine-1 carboxylate (3.725 g, 20 mmol) and potassium carbonate (5.53 g, 40 mmol) in anhydrous dichloromethane (30 mL) was cooled to 0 C,cyclopropanecarbonyl chloride (2.30 g, 22 mmol) was then added dropwise. After the addition, the mixture was stirred at room temperature overnight. The mixture was diluted with dichloromethane (100 mL), washed with 10% citric acid (50 mL), followed by saturated sodium bicarbonate (50 mL), brine (100 mL), dried over anhydrous sodium sulfate, and concentrated to give tert-butyl 4- (cyclopropanecarbonyl)piperazine- 1 -carboxylate (3.7 g, yield 73%) as a white solid. ^-NMR (400 MHz, CDCI3) delta (ppm): 0.76-0.81 (m, 2H), 0.98-1.03 (m, 2H), 1.49 (s, 9H), 1.69-1.75 (m, 1H), 3.46-3.48 (m, 4H), 3.63-3.65 (m, 4H); LC-MS (ESI) m/z: 255(M+1)+., 57260-71-6

The synthetic route of 57260-71-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
Piperazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of ethyl 2-bromo-3-oxo-3-(4-phenoxyphenyl)propanoate 4 (362 mg, 1 mmol) in ethanol (10 mL)was added tert-butyl 4-carbamothioylpiperazine-l-carboxylate 3 (245 mg, 1 mmol) at ambient temperature. The mixture was then heated to reflux and stirred for 2 h. After cooling to ambient temperature, the solvent was removed and the residue was purified by silica gel column chromatography eluting with 40: 1 to 20: 1 DCM/MeOH to afford the title compound (214 mg, 52%) as brown solid. MS (ESI): m/z = 410.1 [M + H]+.

196811-66-2, 196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; X-RX DISCOVERY, INC.; CHEN, Xiangyang; GAO, Yingxiang; LIU, Chong; NI, Haihong; MULVIHILL, Mark; WO2015/48662; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (0.546 g, 2.52 mmol) in 1 :1 dichloroethane: ferf-butanol was cooled to 0 C under nitrogen. A 1.0 M solution of zinc(ll) chloride in diethyl ether (3.43 mL, 3.34 mmol) was added, and the mixture stirred for one hour at 0 “C. ferf’Butyl 4-(4-aminobenzyl)piperazine-1 -carboxylate (193) (0.667 g, 2.29 mmol) in 1 : 1 dichloroethane: ferf-butanol (20 mL) was added dropwise over thirty minutes, followed by triethylamine (0.351 mL, 2.52 mmol) in 1 :1 dichloroethane: ferf-butanol ( 0 mL). The mixture was stirred overnight, allowing the ice bath to come to room temperature over this time. The mixture was concentrated onto silica gel and chromatographed (40 g silica cartridge, 0-100% ethyl acetate/petroleum benzine 40- 60 C) to give a residue which was triturated with petroleum benzine 40-60 C to give the title compound (194) (0.976 g, 90%) as an off white solid; H NMR (400 MHz, d4- MeOD) delta 8.68 (d, J = 0.6 Hz, 1 H), 7.85 (d, J = 8.6 Hz, 2H), 7.51 (d, J = 8.6 Hz, 2H), 4.30 (s, 2H), 3.27 – 3.00 (br, overlaps with solvent), 1.47 (s, 9H). LCMS Method C: 5.08 min; m/z 472.1 [M+H]+; m/z 470.1 [M-H]

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57260-71-6

To the stirred solution of tert-butyl piperazine-l-carboxylate (6.0 g, 33.0 mmol, 1.0 eq) in acetonitrile (60 niL), the reaction mixture was cooled at 0 C, then added triethylamine (22 mL, 161 mmol, 5.0eq) and (bromomethyl)benzene (6.0 mL, 35.0 mmol, 1.1 eq) drop wise. The reaction mixture was stirred at room temperature for about 6 hours. The reaction mixture was diluted with water and extracted with CH2CI2. The combined organic extracts were dried over Na2S04, filtered and evaporated under reduced pressure to afford the desired product (6.5 g, yield: 76.0%) as a white solid.

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; ADULLA, Panduranga Reddy; GAZULA LEVI, David Krupadanam; MUKKERA, Venkati; NEELA, Sudhakar; LANKA, Vl Subrahmanyam; (170 pag.)WO2017/17630; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 61 (4-Fluoro-phenyl)-f 3- [3- (4-fluoro-phenyl)- [1, 2,4] oxadiazol-5-yl]-4-methyl-piperazin- l-yl}-methanone; 61 (A) Piperazine-1,3-dicarboxylic acid-1-tert-butyl ester To a solution of 2-piperazine-carboxylic acid dihydrochloride (1.0 g, 4.92 mmol) in 20 mL of water/dioxane 1 : 1, NaOH 6N was added to adjust the pH to 11. A solution of BOC-ONS (1.34 g, 5.41 mmol) in dioxane (5 mL) was then added dropwise, while maintaining the pH=l 1 during the addition and the resulting solution was stirred overnight at room temperature. Another 0.134 g of BOC-ONW were added and the reaction mixture was stirred for 2h. The solvent was evaporated under reduced pressure and the residue was diluted with diethyl ether/water (60 mL). The phases were separated and the pH of the aqueous layer was adjusted to 7 by slow addition of HC1 1N. Evaporation of water under reduced pressure afforded the title compound as a white solid which was dried in a vacuum oven at 50C and used without further purification for the next step. LCMS (Tr): 3.3 min (Method B); MS (ES+) gave m/z: 231. 0., 3022-15-9

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference£º
Patent; ADDEX PHARMACEUTICALS SA; WO2005/44797; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

342405-34-9, 4-(4-Methylpiperazino)benzyl Alcohol 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%).

342405-34-9, 342405-34-9 4-(4-Methylpiperazino)benzyl Alcohol 2776492, apiperazines compound, is more and more widely used in various fields.

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