Heterocyclic Building Blocks-piperazine

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of triphosgene (23 g, 75 mmol) in anhydrous DCM (250 mL) was added pyridine (18 g, 225 mmol) drop-wise followed by addition of tert-butyl (3R)-3-methylpiperazine-1-carboxylate (15 g, 75 mmol) at 0 C. The mixture was stirred overnight at RT. TLC showed the starting material had been consumed. The mixture was concentrated to afford Intermediate 8 as yellow solid, which was used without further purification., 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; LI, David Yunzhi; WANG, Jiabing; YANG, Zhenfan; ZENG, Qingbei; ZHANG, Xiaolin; US2014/255428; (2014); 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.

To a solution of hydrazine hydrate diluted in 16 ml of dimethylsulf oxide under argon are added dropwise a solution of 4.76 g (16.41 mmol) of tert-butyl 4-(4- formylphenyl)piperazine-l-carboxylate dissolved in 32 ml of dimethylsulfoxide. The reaction mixture is stirred at room temperature for 3h before being cooled over an ice bath. Then, the successive addition is made of 11.45 ml (82 mmol) of triethylamine, 162 mg of copper (I) chloride and, in 5 min, a solution of 8.23 ml (82 mmol) of trichloroacetonitrile diluted in 16 ml of dimethylsulfoxide. The reaction mixture is stirred at room temperature for 18h then poured onto an aqueous 0.1N hydrochloric acid solution. The product is extracted several times with dichloromethane. The organic phases are combined, dried over magnesium sulfate, and concentrated. The residue is purified by chromatography on silica (cyclohexane/ethyl acetate eluent: 8:2) to yield 1.52 g (26%) of tert-butyl 4-(4-(2-chloro-2-cyanovinyl)phenyl)piperazine-l- carboxylate in the form of a yellow solid (mixture of the two isomers Z/E).1H-NMR: deltaEta pm 400 MHz, CDC13:7.70 (2H, d, Cl ), 7.18 (1H, s, CH^), 6.87 (2H, d, CH^), 3.51-3.45 (4H, 2 x CH2), 3.35-3.25 (4H, m, 2 x CH2), 1.49 (9H, s C(CH3)3). (33%)7.62 (2H, d, CH^), 7.21 (1H, s, CH^), 6.87 (2H, d, CH^), 3.51-3.45 (4H, 2 x CH2 -3.25 (4H, m, 2 x CH2), 1.49 (9H, s, C(CH3)3). (66%).

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

Reference：
Patent; PIERRE FABRE MEDICAMENT; BEDJEGUELAL, Karim; RABOT, Remi; KALOUN, El Bachir; MAYER, Patrice; MARCHAND, Arnaud; RAHIER, Nicolas; SCHAMBEL, Philippe; BIENAYME, Hugues; WO2011/45344; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

Step J: 1-f 2-f 2-Chloro-3-methyl-4-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2- yl)phenoxy] ethyl] -4-methyl-piperazine (0181) 10.0 g compound of Step I above (37.2 mmol), 8.7 g 2-(4-methylpiperazin-l-yl)ethanol (60.3 mmol) and 15.8 g triphenylphosphine (60.3 mmol) were dissolved in 100 mL dry toluene and then 27 mL diethyl azodicarboxylate (60.3 mmol, 40 percent solution in toluene) was added dropwise. The mixture was stirred at 50 °C under argon until no further conversion was observed. The volatiles were evaporated under reduced pressure and 100 mL diethyl ether was added. The precipitated white crystals were filtered off and washed with diethyl ether. The filtrate was concentrated under reduced pressure and purified via flash chromatography using chloroform and methanol as eluents. The resulting light brown oil was crystallized from hexane to give l-[2-[2-chloro-3-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenoxy]ethyl]-4-methyl-piperazine as an off-white solid. 1H NMR (500 MHz, DMSO-d6) delta: 7.56 (d, 1H), 6.99 (d, 1H), 4.15 (t, 2H), 2.72 (t, 2H), 2.51 (s, 3H), 2.50 (br s, 4H), 2.29 (br s, 4H), 2.13 (s, 3H), 1.29 (s, 12H)

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

Reference：
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; PACZAL, Attila; SZLAVIK, Zoltan; KOTSCHY, Andras; CHANRION, Maia; MARAGNO, Ana Leticia; GENESTE, Olivier; DEMARLES, Didier; BALINT, Balazs; SIPOS, Szabolcs; (81 pag.)WO2017/125224; (2017); A1;,
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Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1- (4- (trifluoromethyl) phenyl) piperazine (A-1, 43.7 mg, 0.19 mmol),1-((4-cyanophenyl) amino) cyclopentyl-1-carboxylic acid (B-1, 40.0 mg, 0.17 mmol), anhydrous triethylamine (35.4 mg, 0.35 mmol) was dissolved in 5 mL of anhydrous acetonitrile And anhydrous DMF in 1mL,Add 2- (7-benzotriazole) -N, N, N ?, N?-tetramethylurea hexafluorophosphate (HATU) (68.4mg, 0.18mmol), and react at room temperature for 30min. After the reaction, it was diluted with water and extracted with ethyl acetate. The organic layer was washed with dilute hydrochloric acid, sodium bicarbonate solution, and saturated brine in that order. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. The concentrate was subjected to silica gel column chromatography (PE: EA = 2: 1, v / v) separation to obtain solid 1, yield 95.5%, 30459-17-7

As the paragraph descriping shows that 30459-17-7 is playing an increasingly important role.

Reference：
Patent; Hangzhou Weitan Pharmaceutical Technology Co., Ltd.; Cheng Yunfeng; Hu Yongzhou; (45 pag.)CN110357833; (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.77290-31-4,tert-Butyl 4-(cyanomethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,77290-31-4

NaHMDS (4.9 mL, 2M) was added to a solution of 6-bromo-2-chlorobenzo[djthiazole (1 g, 4.0 mmol) and tert-butyl 4-(cyanomethyl)piperazine-1-carboxylate (ig, 4.4mmol) in dry THF (20 mL) under Ar atmosphere at 0C. The mixture was stirred overnight at room temperature. Then Ni02H20 (1.77 g, 16.1 mmol) was added and the resulting mixture was stirred for another 10 hrs at room temperature. Solid was filtered off and washed with MeOH. The combined solution was concentrated and purified by silica gel chromatography (silica gel, eluting with 10% EA in PE) to afford tert-butyl 4-(6- bromobenzo[djthiazole-2-carbonyl)piperazine-1-carboxylate (0.6g, 58.8%) as white solid. LC-MS (ESI):426.5 (M + 1).

The synthetic route of 77290-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

Example 127. 2-[4-(6-Chloro-2-methvl-pyrimidin-4-vl)-piperaziii-l-vll-ethano?71); [0307] To a solution of 4,6-dichloro-2-methyl-pyrimidine (5.0 g, 31 mmol) and 2- pirhoerazin-1-yl-ethanol (2.7 g, 21 mmol) in dioxane (25 mL) was added DEPEA (3.0 mL, 17 mmol). The mixture was heated at reflux for 16 h. The mixture was allowed to cool to room temperature and poured into water. The resulting aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (5-10% MeOH/DCM) to afford the title compound as a brown liquid (2.1 g, 39%). MS (ES+): m/z 257 (M+H)+.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference：
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

The compound (R) -3- methyl-piperazine-1-carboxylate (500mg, 2.5mmol) and triethylamine (700mg,6.3mmol) in methylene Dichloromethane (10 mL), and the conditions under 0 C, to this solution was addeddropwise methanesulfonyl chloride (0.39mL, 4.99mmol), stirred at rt for 8h, add Water (10mL × 3), dried overanhydrous Na 2 SO 4 organic phase was dried, the solvent was removed concentrate was subjected to columnchromatography (eluent: Petroleum ether / EtOAc (v / v) = 2/1), to give 444mg white solid: (R) -3- methyl-4-(methylsulfonyl) piperazine-1-carboxylate, yield: 63% ., 163765-44-4

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -4-methylpentanoic acid (35.5 0.1 mmol) , 1- (2, 4-difluorophenyl) piperazine (19.8 mg, 0.1 mmol) , HATU (46 mg, 0.12 mmol) and DIPEA (25.8 mg, 0.2 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H2O (15 mL) and extracted with EtOAc (20 mL x 3) . The combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified by column chromatography (petroleum ether/EtOAc = 10: 1 3: 1) to give the target compound (40 mg, 74.6%) .1H NMR (400 MHz, DMSO-d6) delta 8.21 (s, 1H) , 8.15 (s, 2H) , 7.95 (m, 1H) , 7.23 (d, J = 3.2 Hz, 1H) , 7.21 -7.12 (m, 1H) , 7.02 -6.91 (m, 2H) , 6.74 (m, 1H) , 5.64 (dd, J = 9.6, 4.4 Hz, 1H) , 3.74 (m, 1H) , 3.62 (m, 2H) , 3.49 (m, 1H) , 2.94 (m, 2H) , 2.75 (m, 1H) , 2.39 (m, 1H) , 2.31 -2.19 (m, 1H) , 1.91 -1.80 (m, 1H) , 1.27 (mz, 1H) , 0.95 (d, J = 6.4Hz, 3H) , 0.83 (d, J = 6.4Hz, 3H) ppm. MS: M/e 536 (M+1)+.

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference：
Patent; BEIGENE, LTD.; ZHANG, Guoliang; SUN, Hanzi; ZHOU, Changyou; (253 pag.)WO2020/20097; (2020); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, Intermediate 15;: (3R)-3-methyl-l-[5-(trifluoromethyl)pyridin-2-yl]piperazine; NA suspension of 2-bromo-5-trifluoromethyl-pyridine (2.37 g; 10.0 mmol; 1.0 eq.), (R)-2-methylpiperazine (2.00 g; 20.0 mmol; 2.0 eq.) and DIEA (1.94 g; 15.0 mmol; 1.5 eq.) in 4 mL of DMA was heated at 140°C for 14h. The mixture was cooled to room temperature. After evaporation of the solvent under vacuum, the residue was dissolved in a 1/1 mixture of DCM / Et2O. A 4N solution of HC1 was added (10 mL) then the resulting precipitate was collected and washed with Et2O. The solid was then poured to an aq. solution of NaOH (5N, 20 mL) and the resulting mixture was extracted with Et2O (3X). The combined organic layers were washed with brine, dried over MgSC>4, filtered and evaporated to give the title compound as an orange solid (1680 mg, 69percent) used without further purification for the next steps. M+(ESI): 246.3. HPLC (Condition A), Rt: 1.0 min (HPLC purity: 99.9 percent).

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

Reference：
Patent; Applied Research Systems ARS Holding N.V.; WO2006/10751; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

859518-35-7, tert-Butyl 3-cyanopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 39 Piperazine-2-carbonitrile To a mixture of tert-butyl 3-cyanopiperazine-1-carboxylate (200 mg, 0.95 mmol) in dichloromethane (10 mL), CF3COOH (2 mL) was added and the resulting was stirred at RT for 1 h. The mixture was concentrated in vacuo to afford the crude product., 859518-35-7

The synthetic route of 859518-35-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Feng, Jun; Wu, Tao; US2014/288045; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics