Tag: M.W:200-300

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a vial containing piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (907 mg, 4.04 mmol), was added 4-bromo-l-chloro-2-methoxybenzene (913 mg, 4.12 mmol), palladium acetate (33 mg, 0.14 mmol) and 2-(di-tert- butylphosphino)biphenyl (88 mg, 0.29 mmol). The vial was evacuated and back-filled with nitrogen and to it was added toluene (2 mL). The reaction mixture was heated to 80 0C for 5 min to give a homogeneous solution. Upon cooling to room temperature, sodium tert- butoxide (557 mg, 5.80 mmol) was added to the reaction solution. The resultant mixture was again heated to 80 0C. After 4 h, the reaction mixture was cooled to room temperature, then diluted with EtOAc (10 mL) and hexanes (10 mL). The resultant solution was filtered through celite, and the filtrate concentrated in vacuo and purified by silica gel flash chromatography (30 g) (20% EtOAc/Hexanes) to afford 4-(4-chloro-3- methoxyphenyl)piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (63) (239 mg, 15% yield): HPLC retention time = 2.72 minutes. MS (ES) [M+H]+ expected 385.2, found 385.1.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMOCENTRYX, INC.; WO2007/22257; (2007); 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.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

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.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

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.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

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran- 1 (3H)-one (0.75 g, 3.95 mmol)and (S)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (1.024 g, 4.73 mmol) in ethanol (12 ml) was heated in microwaye at 150 C for 1.5h. The reaction solution was concentrated and the residue was purified on Biotage using 40-100% ethyl acetatelhexane to giye the title compound. LC/MS: (M+1)+: 407.15., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 2-chloro-N-(2,6-dichlorophenyl)-4-((4- hydroxybutyl)amino)pyrimidine-5-carboxamide (401 mg, 1.03 mmol), tert-butyl 4-(4-aminophenyl)piperazine-1- carboxylate (400 mg, 1.44 mmol) and DIPEA (0.36 mL, 2.06mmol) in anhydrous DMF (7 mL) was stirred at 90C for 60h. The reaction mixture was diluted with EtOAc and water and the layers were separated, the aqueous layer was then extracted once more with EtOAc and the organic layers were combined, washed with water 4 times, dried (MgSO4),filtered and concentrated in vacuo. The residue was purified by flash chromatography (SiC2, 30-70% ethyl acetate in cyclohexane) to afford the title compound (480 mg, 74%) as a brown solid. LCMS (Method A) : = 1.17 mm, m/z = 630 [M+H]., 170911-92-9

The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); 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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: 2,6-Dichloro-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine (24) (447 mg, 1 mmol) was dissolved in 5 mL absolute EtOH, then 1-(alpha,alpha,alpha-trifluoro-p-tolyl)piperazine (0.23g, 1 mmol)/ 2-(1-cyclohexenyl) ethylamine (0.125g, 1 mmol) and (Et)3N (3 equiv) were added. The mixture was refluxed for 10-12 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography. 2-Chloro-6-[4-(4-trifluoromethylphenyl)piperazine-1-yl]-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine (25) The compound was prepared from (24) and 1-(4-trifluoromethylphenyl)piperazine according to the general procedure and was purified by column chromatography (EtOAc-hexane, 1:2) to yield 25 as viscous oil (850 mg; 75%). 1H NMR (CDCl3) delta 2.0 (s, 3H, CH3), 2.02 (s, 3H, CH3), 2.09 (s, 3H, CH3), 3.44 (br s, 4H, piperazine CH2), 3.94-4.72 (m, 7H, H-4?, CH2-5?, piperazine CH2), 5.55 (t, 1H, H-3?), 5.86 (t, 1H, H-2?), 6.16 (d, 1H, H-1?), 7.09 (d, J = 8.8 Hz, 2H, H-2,6 in phenyl), 7.50 (d, J = 8.4 Hz, 2H, H-3,5 in phenyl), 8.43 (s, 1H, H-8). MS (ESI+) m/e: 641.9 (%100) (M+H), 643.9 (%48) (M+H+2).

30459-17-7, 30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Tuncbilek, Meral; Kucukdumlu, Asl?gul; Guven, Ebru Bilget; Altiparmak, Duygu; Cetin-Atalay, Rengul; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 235 – 239;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics