Tag: M.W:200-300

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.

To a solution of 5-chloro-1- (chloromethyl) -2-methyl-3-nitrobenzene (D23 1.232 g) in DMF (20 mL) were added (S) -tert-butyl 2-ethylpiperazine-1-carboxylate (1 g) and K2CO3(1.935 g) at 60. After stirring overnight the mixture was poured into ice/water and then extracted with DCM (3×100 mL) . The combined organic layers were dried over Na2SO4 filtered and concentrated to give a yellow oil which was purified by column chromatography (eluting with EAPE5) to give the title compund (1.3 g) as a yellow solid. MS (ESI) C19H28ClN3O4requires 397 found 398 [M+H]+., 325145-35-5

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

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; LEI, Hui; MA, Xin; REN, Feng; LIN, Xichen; MARQUIS, Robert W., Jr.; WO2015/180614; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

502649-29-8, 1-Boc-3-Benzylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

502649-29-8, A solution of l-benzyl-2-methyl-lH-pyrrole-3-carboxylic acid (150 mg) , tert-butyl 3-benzylpiperazine-l-carboxylate(193 mg) , WSC-HCl (174 mg) , HOBt (139 mg) and DMF (10 ml) was stirred at room temperature for 12 hr. Then, the mixture was poured into a saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The extract was washed successively with water and brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated in vacuo. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (1:9 to 1:3) was concentrated in vacuo to give an amorphous solid (140 mg) . 110 mg of the resulting amorphous was dissolved in dichloromethane (2 ml), and TFA (2 ml) was added thereto. After stirring at room temperature for 2 hr,. the mixture was poured into a saturated aqueous sodium bicarbonate solution (50 ml) and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated in vacuo. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-methanol (1:1). The target fraction was concentrated, and then the residue was dissolved in ethyl acetate. The mixture was acidified with a 4 N hydrogen chloride-ethyl acetate solution, and then concentrated in vacuo to give the desired product (45 mg) as an amorphous solid. MS (ESI+, m/e) 374 (M+l)

The synthetic route of 502649-29-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/94513; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

132710-90-8, 1-Boc-4-(3-hydroxypropyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl 4-(3-hydroxypropyl)piperazine-l-carboxylate (7.0 g, 28.64 mmol) in THF (50 mL), was added triethylamine (8 mL, 57.29 mmol) at room temeperature. After 5 min, benzoyl chloride (3.66 mL, 31.51 mmol) was added dropwise at 0 C under inert atmoshphere. After addition, the resultant reaction mixture was stirred at room temperature for 1 h. After completion of reaction (monitored by TLC), the reaction was quenched with water (100 mL) and extracted with ethyl acetate (3 X 250 mL). The combined organic layer was dried over anhydrous sodium sulphate and concentrated – – under reduced pressure to afford 43 (7.8 g) as a off-white solid. *H NMR (400 MHz, CDC13): delta 8.06 – 8.00 (m, 2H), 7.59 – 7.52 (m, 1H), 7.48 – 7.40 (m, 2H), 4.38 (tj = 6.6 Hz, 2H), 3.50 – 3.39 (m, 4H), 2.53 (t, / = 7.3 Hz, 2H), 2.43 (br t, / = 4.9 Hz, 4H), 1.98 (quin, / = 6.8 Hz, 2H), 1.46 (s, 9H); LCMS (M+H) = m/z 349.7 [M+H+]; purity~83%., 132710-90-8

132710-90-8 1-Boc-4-(3-hydroxypropyl)piperazine 16217800, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; TOPADUR PHARMA AG; NAEF, Reto; TENOR, Hermann; (135 pag.)WO2017/85056; (2017); 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

To n-butanol (2 mL) was added compound 4A-3 (30 mg, 0.135 mmol) and compound 5A-1 (47 mg, 0.135 mmol), and then p-toluenesulfonic acid (23.3 mg, 0.135mmol) was added under stirring. The mixture was heated to 100C and stirred for 5 hours. After TLC indicated the reaction was completed, the reaction mixture was concentrated under reduced pressure to give a crude product, which was further purified and isolated by column chromatography to obtain an off-white solid product, compound I-13 (56 mg, yield 77.8%). 1H NMR (400 MHz, cd3od) delta 8.49 (d, J=8.4 Hz, 1H), 8.07 (s, 1H), 7.86 (dd, J=8.0, 1.3 Hz, 1H), 7.67 (d, J=8.7 Hz, 1H), 7.60 (dd, J=11.5, 4.3 Hz, 1H), 7.30 (t, J=7.6 Hz, 1H), 6.67 (s, 1H), 6.49 (dd, J=8.7, 2.1 Hz, 1H), 3.84 (s, 3H), 3.29-3.20 (m, 4H), 2.97-

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：
Patent; Humanwell Healthcare (Group) Co., Ltd.; WANG, Xuehai; XU, Yong; SHENG, Xijun; ZHANG, Xiaolin; XIA, Hangui; YANG, Zhongwen; YUE, Yang; HUANG, Lu; XIAO, Qiang; (80 pag.)EP3372594; (2018); 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

Weighing 2-methoxy-4 – (4-methyl piperazin-1-yl) aniline (12C) (2.21g, 10mmol), the 100 ml round-bottom flask. N sequentially adding to the reaction bottle, N-dimethylformamide (20 ml), 2, 4, 5-trichloro-pyrimidine (1.83g, 10mmol) and potassium carbonate (1.79g, 13mmol). The reaction temperature is increased to 80 C stirring 4 hours. After cooling to room temperature to be reacted, the reaction solution is poured into ice water (50 ml), the residue is extracted with methylene chloride (100 ml × 2), the combined organic phase with saturated salt water (50 ml × 2), dried anhydrous sodium sulfate, after concentrating under reduced pressure, the residue is separated by silica gel column chromatography (dichloromethane/methanol (v/v) =15:1) to obtain the title of yellow solid product 2,5-dichloro-N-(2-methoxy-4 – (4-methyl piperazin-1-yl) phenyl) pyrimidin-4-amine (12D) (3.4g, yield: 92.5%), 122833-04-9

As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Patent; Four Chuanhaisike Pharmaceutical Co., Ltd.; Li, Yao; Weiy, Onggang; Zang, Guobiao; Li, Guanpeng; Hu, Shihong; (73 pag.)CN105384694; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

548762-66-9, (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Half of the solid from the previous step was treated with N,N-diisopropylethylamine (0.5 mL, 3 mmol), DMSO (0.5 mL, 7 mmol) and (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (273 mg, 1.27 mmol) and the reaction mixture was heated at 120 C overnight, concentrated by rotary evaporation, dissolved in a small amount of DCM and purified by silica gel chromatography (0-50% ethyl acetate:hexanes) to produce the title intermediate (288 mg, 29 % yield) as a yellow solid. (m/z): [M+H]+ calcd for C24H27F4N4O4 591.09, 593.09 found 593.2.

548762-66-9, As the paragraph descriping shows that 548762-66-9 is playing an increasingly important role.

Reference：
Patent; Theravance Biopharma R&D IP, LLC; MCKINNELL, Robert Murray; LONG, Daniel D.; VAN ORDEN, Lori Jean; JIANG, Lan; LOO, Mandy; SAITO, Daisuke Roland; ZIPFEL, Sheila; STANGELAND, Eric L.; LEPACK, Kassandra; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; EP2635571; (2015); B1;,
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

Step H: tert-butyl(3S)-3-(hydroxymethyl?j-4-[2-hydroxy-2-(6-methyl- 1-oxo- 1 ,3-dihydro-2- benzofuran-5-yl)ethyll piperazine- 1 -carboxylate: A mixture of 6-methyl-5- (oxiran-2-yl)-2- benzofuran-1(311)-one (750 mg, 3.95 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1- carboxylate (1.02 g, 4.74 mmol) in EtOH (5 mL) was reacted under microwave condition (140C) for 90 mm. After cooling to r.t., the mixture was concentrated to dryness. The residue was purified by prep-TLC to give title compound., 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; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); A2;,
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

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

To (E)-3-(2-((5-methyl-2 H-tetrazol-2-yI)methyl)-4-(trifluoromethyl) phenyl)acrylic acid(Intermediate AB) (100 mg, 0.320 mmol) in NMP (1.5 mL) was added HATU (146 mg, 0.384 mmol) and the mixture was stirred for 5 minutes. (S)-tert-Butyl 3-(hydroxymethyl) piperazine1-carboxylate (69.3 mg, 0.320 mmol) was added followed by DIPEA (0.168 mL, 0.961 mmol) and the reaction mixture was stirred at room temperature for 2 h. The resulting mixture was poured into water and extracted with EtOAc. The organics were washed with water,saturated sodium bicarbonate solution, water, brine and dried using a phase separating column. The solvent was removed under reduced pressure. Purification of the crude product by chromatography on silica using a gradient from 0 – 100% EtOAc in iso-hexane afforded the title compound;LC-MS: Rt = 1.30 mins; [M+H] 511.3, Method 2minHighpHvo3.1H NMR (400 MHz, DMSO-d6) O 8.12-7.98 (1H, mult), 7.90-7.72 (3H, mult), 7.22 (1H, d),6.11 (2H, 5), 4.90 (1H, br), 4.56-3.74 (4H, mult), 3.45 (2H, br), 3.06-2.74 (3H mult), 2.42 (3H,5), 1.42 (9H, 5).

314741-40-7, 314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; NOVARTIS AG; BEATTIE, David; BAETTIG, Urs; LEGRAND, Darren Mark; LISTER, Andrew Stuart; MCKENNA, Jeffrey; PEARCE, David William; SANDHAM, David Andrew; STEWARD, Oliver Ross; THOMSON, Christopher; WO2015/8230; (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.623586-00-5,(R)-1-Cbz-3-methylpiperazine,as a common compound, the synthetic route is as follows.

623586-00-5, A mixture of (R)-benzyl 3-methylpiperazine-1-carboxylate (4.8 g, 20.5 mmol) from step (a) above, 1,3-bis(tertbutoxycarbonyl)-2-methylisothiourea (6.5 g, 23 mmol, Aldrich), and triethylamine (3.4 mL, 24.6 mmol, Aldrich) in DCM (140 mL) was added mercury(II)chloride (5.8 g, 21.6 mmol, Aldrich). The reaction mixture was stirred at RT for 16 h. Then, the mixture was filtered and the solid was washed with DCM (2*100 mL). The combined filtrates were concentrated in vacuo and the residue was purified on silica gel using ISCO Combiflash system with DCM/2M methanolic ammonia gradient to give the title compound as a white solid. MS (ESI, positive ion) m/z: 477 (M+1).

The synthetic route of 623586-00-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gore, Vijay Keshav; Ma, Vu Van; Norman, Mark H.; Ognyanov, Vassil I.; Xi, Ning; US2006/84640; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics