Month: May 2021

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Example 15 4-(2-Methanesulfonyl-thieno[2,3-h]quinazoline-8-carbonyl)-piperazine-1-carboxylic acid benzyl ester 2-Methanesulfonyl-thieno[2,3-h]quinazoline-8-carboxylic acid (3.51 g, 11.38 mmol), 1-hydroxyazatriazole (1.70 g, 12.52 mmol), 1-benzylpiperazine carboxylate (2.76 g, 12.52 mmol) and diisopropylethylamine (1.62 g, 12.52 mmol) were dissolved in dry DMF (35 mL) and cooled in an ice-bath. EDC (2.40 g, 12.52 mmol) was added in one portion and the resulting suspension was stirred at 0° C. for 20 minutes and for a further 16 hours at room temperature. The reaction was concentrated under reduced pressure and partitioned between hot DCM and brine. The aqueous layer was extracted with DCM (3*50 mL) and the combined organics were washed sequentially with dilute HCl (1*50 mL), saturated Na2CO3 (1*50 mL) and brine (1*50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The yellow wax obtained was subjected to column chromatography (50percent EtOAc in DCM, loaded in DCM, ~350 mL silica) giving a cream solid which was immediately triturated with EtOAc, filtered and washed with pentane (3*20 mL) to give a cream powder (4.33 g, 75percent yield). The filtration liquors were concentrated under reduced pressure and the solid obtained was triturated with EtOAc, filtered and washed with pentane (3*5 mL) to give a second crop of cream powder (0.58 g, 10percent yield). MS (ES+) 511. deltaH (CDCl3) 3.5 (3H, s), 3.7 (4H, br m), 3.9 (4H, br m), 7.3-7.4 (5H, m), 8.0 (1H, d), 8.2-8.3 (1H, d), 8.5 (1H, s), 9.6 (1H, s).

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; Jimenez, Juan-Miguel; Green, Jeremy; Gao, Huai; Moon, Young-Choon; Brenchley, Guy; Knegtel, Ronald; Pierard, Francoise; US2005/148603; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

142-64-3, Piperazine Dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

100g of concentrated hydrochloric acid (12mol / L) 250ml round bottom flask was placed in an ice bath, was slowly added 40g of anhydrous piperazine. After addition, the ice bath was removed, the reaction overnight at room temperature, filtered off with suction, the filter cake was placed in an oven dried, the resulting white solid, a piperazine dihydrochloride. 3,4-difluoro-benzoic acid was weighed 7.9g (0.05mol) dissolved in 20ml of dry tetrahydrofuran, was slowly added CDI 8.9g (0.055mol), 4h after the reaction liquid at room temperature through a pressure-equalizing dropping funnel was added dropwise a solution of piperazine dihydrochloride 20g (0.125mol), anhydrous piperazine 10g (0.125mol), 60ml of 14g sodium chloride aqueous solution, at room temperature for 5 hours. After completion of the reaction was suction filtered, the filtrate was evaporated to dryness to remove THF, extracted with ethyl acetate again 10ml, NaOH saturated solution adjusted to pH 10, and the combined organic phase was extracted 3 times with ethyl acetate, the organic phase was dried over anhydrous sodium sulfate overnight, filtered off with suction , rotary evaporation of ethyl acetate, the resulting white crystals which was 1- (3,4-difluoro-benzoyl) piperazine the crude product 5.4g, 48% yield., 142-64-3

The synthetic route of 142-64-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; XI’AN JIAOTONG UNIVERSITY; ZHANG, JIE; ZHANG, TAO; DONG, JINYUN; PAN, XIAOYAN; HE, LANGCHONG; LU, WEN; WANG, SICEN; SHI, YALING; (19 pag.)CN104262263; (2017); B;,
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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, Step 1: 3-(R)-Methyl-piperazine-1-carboxylic Acid Tert-Butyl Ester Triethylamine (3 g, 4.2 mL, 30 mmol) was added to a solution of (R)-2-methyl piperazine (2 g, 20 mmol) in dichloromethane (40 mL) followed by di-tert-butyl-dicarbonate (4.8 g, 22 mmol). The reaction mixture was stirred at room temperature for 20 h. The mixture was diluted with dichloromethane and washed with saturated aqueous sodium bicarbonate and brine and dried over sodium sulfate. The crude product was purified using a short plug of silica gel using hexane/ethyl acetate (1:1). 1H-NMR (CDCl3) delta: 1.05 (3H, d), 1.45 (9H, s), 2.11 (1H, s), 2.37-2.44 (1H, m), 2.66-2.79 (3H, m), 2.93-2.96 (1H, m), 3.93 (2H, br s). ESI-MS m/z: 201(M+1).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; Luly, Jay R.; Nakasato, Yoshisuke; Ohshima, Etsuo; Harriman, Geraldine C.B.; Carson, Kenneth G.; Ghosh, Shomir; Elder, Amy M.; Mattia, Karen M.; US2005/70549; (2005); 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.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 141 : (+/-)-1 ,4-bis(1 ,1-dimethylethyl) 2-methyl 1 ,2,4-piperazinetricarboxylate; In a 500 ml. round-bottomed flask, 22.6 g of intermediate 140 (68.4 mmole) were dissolved in 160 ml. of DCM and 40 ml. of methanol to give a colorless solution. 58 ml. of Trimethylsilyl diazomethane (1 16 mmole) were added dropwise keeping the internal temperature below +2 0C. The solution was allowed to reach RT and was stirred at RT for 2 h. The mixture was carefully evaporated under reduced pressure (Tbath = 35C) and the solid residue was triturated with 100 ml. of pentane, filtered and dried in vacuo to obtain 21 g of desired product as a white solid. The mother liquor was concentrated in vacuo to give 2.5 g of the title compound. UPLC-MS [Acquity UPLC BEH C18, 50×21 mm, 1.7 mum, Mobile phases: A: H2O +0.1% HCOOH/B: MeCN+0.06% HCOOH. Gradient: t=0 min: 97%A, 3% B, t= O.i min 94%A, 6%B t=0.6min 30%A, 70%B t=1.10min 1%A, 99%B t=1.45 min 97%A, 3%B t=1.50min 97%A ,3%B flow rate: 1 ml/min, UV range wavelength 210-350nm]: R1 = 0.80 min, m/z (ES): 344 [M+H]+, 367 [M+Na]+., 181955-79-3

As the paragraph descriping shows that 181955-79-3 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/148853; (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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

59878-57-8, Step 2: N-[4-(4-Cyclopropanecarbonyl-piperazin-l-yl)-benzyl]-N-isobutyl-C-phenyl- methanesulfonamide In a vial, N-[(4-bromophenyl)methyl]-N-isobutyl-l-phenyl-methanesulfonamide (53 mg, 0.13 mmol), 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-l, r-biphenyl (3.2 mg, 0.0067 mmol) , chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy- 1 , 1 ‘-biphenyl)[2-(2 aminoethylphenyl)]palladium(II), methyl-t-butylether adduct (6 mg, 0.0067 mmol) and sodium teri-butoxide (20 mg, 0.20 mmol) were combined and the vial was purged with nitrogen. 1,4-Dioxane (1 mL) and cyclopropyl(piperazin-l-yl)methanone (31 mg, 0.20 mmol) were then added and the reaction was stirred at ambient temperature for 16 hours. The reaction was then partitioned between water and dichloromethane and the dichloromethane layer was isolated with a phase separator cartridge, concentrated and purified by preparative reverse phase HPLC to yield 27 mg of N-[4-(4- cyclopropanecarbonyl-piperazin-l-yl)-benzyl]-N-isobutyl-C-phenyl- methanesulfonamide. 1H NMR (400 MHz, DMSO) delta 7.38 – 7.34 (m, 5H), 7.21 (d, J = 8.5 Hz, 2H), 6.94 (d, J= 6.8 Hz, 2H), 4.40 (s, 2H), 4.16 (s, 2H), 3.82 – 3.78 (m, 2H), 3.62 – 3.58 (m, 2H), 3.20-3.05 (m, 4H), 2.80 (d, J= 7.5, 2H), 2.12 – 1.92 (m, 1H), 1.60- 1.45 (m, 1H), 0.83 – 0.69 (m, 4H), 0.67 (d, J= 7.1 Hz, 6H); LCMS (m/z) ES+470.2 [M+l]+.

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; FAUBER, Benjamin; RENE, Olivier; WO2013/92941; (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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: tert-Butyl-3,3-dimethyl-4-(2-pyridyl)piperazine-1-carboxylate To a solution of tert-butyl-3,3-dimethylpiperazine-1-carboxylate (2.14 g, 9.99 mmol) and 2-bromopyridine (1.58 g, 9.99 mmol) in dioxane (20.00 mL) was added Pd2(dba)3 (548 mg, 599 umol), BrettPhos (745 mg, 1.20 mmol), tBuONa (2.04 g, 29.96 mmol). The resulting mixture was stirred at 80 C. for 5 h. The mixture was filtered and concentrated, further purification was via silica gel chromatography eluting with PE/EA from 10/1 to 5/1 to obtain tert-butyl 3,3-dimethyl-4-(2-pyridyl)piperazine-1-carboxylate (621 mg, 21.33%) as a yellow solid. ESI-MS (EI+, m/z): 292.3 [M+H]+., 259808-67-8

259808-67-8 1-Boc-3,3-Dimethylpiperazine 22710387, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 6-(4,6-difluoro-2-pyridyl)-5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine (one product of step 7 in Example 1 , 340 mg, 1 mmol) and potassium carbonate (276 mg, 2 mmol), 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (366 mg, 1.5 mmol) in DMSO (15 mL) were heated at 120C with stirring for 10 hrs. After being cooled to rt, the mixture was diluted with water (50 mL) and extracted with EA (80 mL). The organic layer was washed with water and brine, dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography (eluting with DCM/MeOH=10/l, v:v) to give 1-tert-butyl 2-methyl 4-[2-fluoro-6-(5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H- pyrido[4,3-d]pyrimidin-6-yl)-4-pyridyl]piperazine-1,2-dicarboxylate (282 mg) as a red oil., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Yongguang; YANG, Song; (211 pag.)WO2018/1952; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics