Heterocyclic Building Blocks-piperazine

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1: Preparing gatifloxacin from compound (II) 10 g (0.0339 moles, 1 equivalent) of compound (II) is placed in a flask, 30 ml of acetonitryl (3 volumes) is added and this is heated to a temperature of 76-80 C. Once reflux has been attained, and being the temperature maintained, 3.28 g (0.0203 moles, 0.6 equivalents) of hexamethyldisilazane (HMDS) is added with a compensated adding funnel. Once addition is completed, the reaction is maintained with stirring for 1 hour at a temperature of 76-80 C. Once this period has elapsed, the reaction mixture is cooled to a temperature ranging between 0 and 15 C, and 5.78 g (0.0407 moles, 1.2 equivalents) of boron trifluoride ethyletherate is added while keeping the temperature below 15 C. Once addition is completed, the temperature is allowed to rise to 15- 25 C and it is kept under these conditions for approximately 2 hours. The pH of the mixture is then adjusted to an approximate value of 9 with triethylamine (approximately 2 ml). To the resulting suspension is added a solution of 10.19 g (0.1017 moles, 3 equivalents) of 2-methylpiperazine in 28 ml of acetonitryl, while maintaining the temperature between 15 and 25 C. The resulting amber solution is kept with stirring under these conditions for approximately 3 hours. Once the reaction has been completed, the solution is distilled at low pressure until a stirrable paste is obtained. At this point 50 ml of methanol is added, the resulting suspension is raised to a temperature of 63-67’C and is kept under these conditions for approximately 5 hours. Once the reaction has been completed, the mixture is cooled to a temperature of 25-35 C in a water bath, and then at a temperature of 0-5 C in a water/ice bath for a further 1 hour. The resulting precipitate is filtered, washed with cold methanol (2 x 10 ml) and dried at 40 C in a vacuum oven to constant weight. 10.70 g of crude gatifloxacin is obtained, having a water content of 2. 95% by weight. The yield of the process is 81. 8%. The crude product is crystallised in methanol by dissolving 20 g of crude gatifloxacin in 1 1 of methanol (50 volumes) at a temperature of 63-67 C. Once all the product has been dissolved, the solution is left to cool to a temperature of 30-40 C, and then to a temperature of 0-5 C in a water/ice bath, maintaining it under these conditions for 1 hour. The resulting suspension is filtered and the solid retained is washed with 20 ml (1 volume) of cold methanol. The solid obtained is dried at 40 C in a vacuum oven to provide 18.65 g of gatifloxacin with a water content of 2. 36% by weight. The overall yield from the compound (II) is 77. 7%, with a purity exceeding 99. 8% as determined by HPLC chromatography. The content of by-product resulting from demethylation in position 8 of the ring is lower than 0. 1% as determined by HPLC chromatography., 109-07-9

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; QUIMICA SINTETICA, S.A.; WO2005/47260; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

300543-56-0, (R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-III: Levorotatory (-)-[2-[4-[(4-Chlorophenyl)-phenylmethyl]-1-piperazinyl]ethanolLevorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]piperazine (50 gm), 2-chloroethanol (31.4 gm), potassium iodide (1.3 gm) and sodium carbonate (40.8 gm) are taken in toluene (446 ml) and refluxed for 24 hours. The reaction mixture is cooled to 25-35 C., washed with water (285 ml) followed by two times with water (each time 185 ml). The layers are separated. Toluene is evaporated from organic layer under reduced pressure to yield 58 gm of levorotatory (-)-[2-[4-[(4-Chlorophenyl)-phenylmethyl]-1-piperazinyl]ethanol.

300543-56-0, 300543-56-0 (R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine 668697, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SYMED LABS LIMITED; US2009/281318; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile (9.1 g, 46 mmol) and (R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (14.9 g, 69.1 mmol) were dissolved in ethanol (105 mL) and dispensed into 9 sealed tubes thenmicrowaved at 140C for 1 h. The combined reaction mixture was concentrated and purified through a 330g ISCORedi-sep column with 50%-100 ethyl acetate/hexane solvent system to yield the title compound., 278788-66-2

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

7-Bromo-1-methyl-1H-indole-2-carboxylic acid (2.5 g, 10 mmol), 4-((4-methylpiperazin-1-)methyl)-3-(trifluoromethyl) Aniline (2.73g, 10mmol) and2-(7-Oxobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HATU) (3.8 g, 10 mmol)Dissolved in N,N-dimethylformamide, added diethyl isopropylamine (1.65 mL, 10 mmol), stirred until the reaction was completed.Extracted with ethyl acetate and water, the organic phase was concentratedColumn chromatography gave product 3.6 g, yield 70%., 694499-26-8

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
Patent; Beijing Seth Ming Qiang Pharmaceutical Technology Co., Ltd.; Zhang Qiang; Zhang Hongbo; Zhou Likai; Feng Shouye; Yang Hailong; Wang Zhongxiang; (54 pag.)CN109988151; (2019); A;,
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.154590-35-9,tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 1: To the product of Preparation 13, Step 3 (1.00 g, 3.3 mmol) and DIPEA (0.88 ml, 5.1 mmol) in CH2Cl2 (15 ml) add trifluoroacetic anhydride (0.57 ml, 4.1 mmol). Stir 2 h and add a second portion each of DIPEA and anhydride. Stir 1 h and wash with satd. NaHCO3, then water. Dry (MgSO4) and concentrate to obtain the amide as a yellow solid, 154590-35-9

The synthetic route of 154590-35-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Schering Corporation; US2004/220194; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 1 ,1-dimethylethyl (2S)-2-methyl-1-piperazinecarboxylate (1g) in DCM (5OmL) was added DIPEA (1.74ml_). 4-cyanobenzenesulfonyl chloride (1.1g) was then added slowly and the reaction mixture was stirred for 1 hour. To the reaction was added DCM (5OmL) and the solution was washed with saturated sodium bicarbonate solution and water. The organic layer was collected and evaporated to dryness under vacuum. The resulting oil was dissolved in 1 ,4-dioxane (1OmL) before the addition of 4M HCI in 1 ,4-dioxane (1OmL) and a few drops of water. The reaction was stirred for 1.5 hours. The reaction mixture was evaporated to dryness under vacuum then dissolved in MeOH. The MeOH solution was loaded onto a 1Og SCX column. The loaded column was then washed with 2 column volumes of MeOH and the desired product was eluted from the column with 1 M ammonia in MeOH. The fraction containing eluted product was evaporated to dryness under vacuum to yield the title compound as a yellow oil (895mg, 68%).MS ES+ve m/z 265 (M+H)

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; BESWICK, Paul, John; CAMPBELL, Alister; CRIDLAND, Andrew; GLEAVE, Robert, James; PAGE, Lee, William; WO2010/102663; (2010); 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.215309-01-6,3-(4-Methylpiperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

Example 33: lambdaP-(2<:yano-9-methyl-9Hphiurin-6-yl)-lambdaP<:yclopentyl-3-(4-methyl-1 - piperazinyl)benzohydrazide trifluoroacetate.Intermediate 51 (2 g, 9.08 mmol) was dissolved in oxalyl chloride (2OmL) and the mixture was stirred overnight. The solvent was removed under reduced pressure and part of the residue (1.1 g, 4.64 mmol) was added to a solution of Intermediate 16 (300 mg, 1.16 mmol) and DIPEA (FLUKA, 0.794 mL, 4.64 mmol) in THF (50 mL). Potassium tert- butoxide (ALDRICH, 260 mg, 2.32 mmol) was added and the mixture was stirred at rt for 1 day. The solvent was removed under reduced pressure and the crude was purified by preparative HPLC (SUNFIRE 30x150mm, ACN:H2O 0.1%TFA, gradient 10%-100%) to yield the title compound. 1H NMR (300 MHz, DMSO-d6, 8O0C) delta ppm: 10.70 (s, 1 H), 8.27 (s, 1 H), 7.52-7.38 (m, 3H), 7.23 (d, 1 H), 5.54 (br, 1 H), 3.78 (s, 3H), 3.31 (br., 4H), 2.84 (s, 3H), 2.02-1.78 (m, 4H), 1.74-1.52 (m, 4H). [ES+ MS] m/z 460 (MH)+, 215309-01-6

The synthetic route of 215309-01-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/107368; (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.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Concentrated hydrochloric acid (3 ml) was added to 2-(S)-ethyl-1-tert-butoxycarbonylpiperazine (986 mg, 4.27 mmol) and the resulting mixture was stirred for 20 minutes and then concentrated under reduced pressure, and the solvent was removed azeotropically with ethanol. The resulting solid was washed with 2-propanol to give the title compound (694 mg) as a colorless solid. This compound was used in the next step without being purified.

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2010/130492; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of pyrimidine analogues 34, 35 or 36 (1.56 g, 5.45 mmol), amino piperazine 38 (1.21 g, 5.45 mmol) and anhydrous 2-butanol (30 mL) was added trifluoroacetic acid (0.42 mL, 5.45 mmol). The reaction mixture was heated to 100 C and stirred for 4 h. Subsequently, it was cooled to room temperature and was basified (pH 8.0) by dropwise addition of saturated aqueous sodium bicarbonate solution. The 2-butanol was removed in vacuo to obtain a thick slurry which was dissolved in ethyl acetate (50 mL). The organic layer was washed with water (3 x 20 mL) and brine (1 x 20 mL). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The crude product was purified by flash silica gel chromatography using dichloromethane-methanol (25:1, v/v) as eluent to afford the nitro analogues as brown solids in yields ranging from 72 – 79%.5-Chloro-N-(2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)-4-(2-nitrophenoxy)pyrimidin-2-amine (3) The ortho nitro analogue 3 was prepared as described in general procedure II using the ortho nitro pyrimidine 34 to obtain a yellowish brown solid in 72% (1.84 g) yield. TLC: Rf = 0.66 (DCM:MeOH, 25:1, v/v). 1H NMR (DMSO-d6, delta ppm): 8.38 (s, 1H), 8.23 (s, 1H), 8.21-8.18 (dd, J = 8.08 Hz, 1.44 Hz, 1H), 7.87 (dt, J = 8.30 Hz, 1H), 7.59 (m, 2H), 7.01 (br s, 1H), 6.48 (ds, 1H), 6.18 (br s, 1H), 3.68 (s, 3H), 3.06 (m, 4H), 2.43 (m, 4H), 2.21 (s, 3H). Anal.: Calcd for C22H23N6O4Cl: C, 56.11; H, 4.92; N, 17.85; Found: C, 55.99; H, 4.90; N, 17.80., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Romu, Aireen A.; Lei, Zining; Zhou, Bin; Chen, Zhe-Sheng; Korlipara, Vijaya; Bioorganic and Medicinal Chemistry Letters; vol. 27; 21; (2017); p. 4832 – 4837;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5464-12-0

General procedure: A vial was charged with 2-trifluoromethyl, 5-nitroflurobenzaldehyde (1.4 mmol), various aminoalcohols (1.4 mmol) and anhydrous tetrahydrofuran (10 mL). The reagents were stirred vigorously and cooled to 0 °C in an ice-water bath. Sodium hydride (2.8 mmol) was added portionwise to the mixture over 5 minutes and the resulting suspension warmed to room temperature and stirred for 48 hours. The reaction was quenched by the addition of water (5 mL) and brine (5 mL) and product extracted into diethyl ether. The organic layer was dried, decolorized with activated charcoal, filtered, and evaporated in vacuo to afford the crude product that was purified on silica with methanol/ethyl acetate as the eluent.

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference：
Article; Taylor, Steven J.; Soleymanzadeh, Fariba; Muegge, Ingo; Akiba, Isamu; Taki, Naoyuki; Ueda, Saisoku; Mainolfi, Elizabeth; Eldrup, Anne B.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 7; (2013); p. 2177 – 2180;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics