Month: July 2021

59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59878-57-8

To a solution of 2-Fluoro-5-((4-oxo3,4-dihydrophthalazin-l-yl)methyl)benzoic acid (50 mg, 0.168 mmol) in DMA (1 mL) was added DIPEA (56 L, 0.336 mmol) and HBTU (64 mg, 0.170 mmol). The reaction mixture was stirred for 1 hour before addition of cyclopropylpiperazine-l-ylmethanone (0.170 mmol) was carried out. The reaction mixture was stirred at room temperature for 48 h. The reaction mixture was then extracted with DCM (3 x 5 mL) and washed with water (3 x 20 mL). The organic layers were collected, dried with MgS04 and the excess solvent removed in vacuo. Purification via reverse phase HLPC was carried out affording 4-(3-(4 (cyclopropanecarbonyl) piperazine- l-carbonyl)-4- fluorobenzy phthalazin- 1 (2//)-one (olaparib) (25 mg, 34%) as a white solid. *H NMR (400 MHz, CDCh) d = 10.65 (s, 1H), 8.44 – 8.37 (m, 1H), 7.75 – 7.61 (m, 3H), 7.34 – 7.22 (m, 2H), 6.97 (t, J = 8.9 Hz, 1H), 4.22 (s, 2H), 3.90 – 3.09 (m, 8H), 1.79 – 1.52 (s, 3H), 0.99 – 0.88 (m, 2H), 0.81 – 0.63 (s, 2H); {}1^ NMR (376 MHz, CDCb) d = – 117.6; Mp: 69 – 7lC. Data is in accordance with known literature (Menear, K.A., et al., ibid.).

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

Reference：
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GOUVERNEUR, Veronique; CORNELISSEN, Bart; WILSON, Thomas Charles; (152 pag.)WO2019/186135; (2019); 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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

INTERMEDIATE 19(S)-tert-Butyl 1 -|”2-(4-acetylpiperazin- 1 -yl)-8-methylquinolin-3-yllethylcarbamateIntermediate 9 (150 mg, 0.47 mmol), 1-acetylpiperazine (300 mg, 2.34 mmol), DIPEA (0.42 mL, 2.34 mmol) and NMP (3 mL) were combined in a sealed tube and heated to 1400C for 48 h. After cooling, the reaction mixture was dissolved in a 1 :1 mixture of EtOAc and Et2O (100 mL) and washed with saturated brine (3 x 25 mL). The organic layer was dried (MgSO4) and concentrated in vacuo. Purification by column chromatography (SiO2, 0-100% EtOAc in isohexane) afforded the title compound (151 mg, 78%) as a white solid. LCMS (ES+) 413 (M+H)+.

13889-98-0, As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference：
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BROWN, Julien, Alistair; BUeRLI, Roland; HAUGHAN, Alan, Findlay; LANGHAM, Barry, John; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2010/133836; (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.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,848482-93-9

To a stirred suspension of (S)-4-/V-Boc-piperazine-2-carboxylic acid (502 mg, 2.18 mmol) in water (2.5 mL) was added NaHC03(366.2 mg, 4.36 mmol), and the resulting suspension was stirred at ambient temperature for 30 minutes. A solution of benzyl chloroformate (744 mg, 4.36 mmol) in dioxane (4 mL) was then added and the reaction mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with water (5 mL) and extracted with EtOAc (2 15 mL). The combined organic layer was washed brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The remaining residue was then dissolved in DMF (7 mL) and K2CO3 (904 mg, 6.54 mmol) was added. After stirring for 5 minutes, CH3I (928 mg, 6.54 mmol) was added slowly and the resulting mixture was stirred at ambient temperature for 2 h. The reaction was quenched with H2O and extracted with EtOAc (2X 15 mL).The combined organic layer was washed with brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to leave brown oil as the product (800 mg, quant.).1H NMR (400 MHz, CDCI3) delta 7.42 – 7.31 (m, 5H), 5.22 – 5.09 (m, 2H), 4.84 – 4.63 (m, 1 H), 4.63 – 4.47 (m, 1 H), 4.11 – 3.81 (m, 2H), 3.72 (d, J = 22.6 Hz, 3H), 3.32 (s, H), 3.08 (d, J = 13.5 Hz, H), .44 (s, 9H). Mass calculated for (Ci9H26N206+H)+379.2, found 379.1.

The synthetic route of 848482-93-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SIMON FRASER UNIVERSITY; CENTRE FOR DRUG RESEARCH AND DEVELOPMENT; YOUNG, Robert Norman; KUMAR, Nag Sharwan; MANDEL, Alexander Laurence; HSIEH, Tom Han Hsiao; TAN, Jason Samuel; SHIDMOOSSAVEE, Fahimeh S.; JAQUITH, James Brian; DULLAGHAN, Edith Mary; (467 pag.)WO2017/75694; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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;,
Piperazine – Wikipedia
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