Tag: M.W:200-300

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.

A mixture of (R) -tert-butyl 3-methylpiperazine-1-carboxylate (500 mg, 2.50 mmol) , propionic acid (0.22 mL, 3.00 mmol) , EDCI (718 mg, 3.74 mmol) and HOAT (850 mg, 6.24 mmol) in DCM (15 mL) was stirred at 0 , and DIPEA (1.7 mL, 9.99 mmol) was added dropwise. After the addition, the mixture was stirred at rt for 16 h and washed with water (10 mL × 2) . The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 2/1 to give (R) -tert-butyl 3-methyl-4-propionylpiperazine-1-carboxylate as colorless oil (630 mg, 95) .1H NMR (400 MHz, CDCl3) : delta ppm 4.76, 4.36 (m, m, 0.5H, 0.5H) , 4.00-3.94 (m, 1H) , 3.85-3.76 (m, 1H) , 3.53, 3.29 (m, m, 0.5H, 0.5H) , 2.98-2.96 (m, 1H) , 2.83-2.74 (m, 2H) , 2.34-2.26 (m, 2H) , 1.45 (s, 9H) , 1.13 (t, J 7.0 Hz, 6H) .

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); 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

A solution of ferf-butyldimethylsilyl chloride (1.53 g, 10.17 mmol) in DCM (10 ml) was added dropwise to (S)-4-N-Boc-2-hydroxymethyl-piperazine (2 g, 9.25 mmol) and triethylamine (2.58 ml, 18.49 mmol) in DCM (50 ml) at 20C over a period of 5 minutes under air. The resulting solution was stirred at 20C for 16 hours then evaporated to dryness. The residue was purified by flash silica chromatography, elution gradient 0 to 5% EtOH in EtOAc. Pure fractions were evaporated to dryness to afford ferf-butyl (S)-3-(((ferf-butyldimethylsilyl)oxy)methyl)piperazine-l-carboxylate (2.84 g, 93%) as a colourless oil. 1H NMR (500 MHz, CDCI3) 0.00 (s, 6H), 0.84 (s, 9H), 1.40 (s, 9H), 2.48 (s, 1H), 2.6 – 2.87 (m, 3H), 2.92 (d, 1H), 3.41 (dd, 1H), 3.52 (s, 1H), 3.85 (s, 2H)., 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; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; LAMONT, Scott, Gibson; KEMMITT, Paul, David; GOLDBERG, Frederick, Woolf; (158 pag.)WO2019/215203; (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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 9: 2,2-Dimethyl-piperazine-l-carboxylic acid benzyl ester trifluoro acetate 9.1 : 2,2-Dimethyl-piperazine- 1 ,4-dicarboxylic acid 1 -benzyl ester 4-tert-butyl ester To a solution of 18.5 g (82.0 mmol) 3,3-dimethyl-piperazine-l-carboxylic acid tert-butyl ester in 150 mL DCM at RT was added 30.0 mL (174 mmol) DIPEA. The mixture was cooled with ice and a solution of 14.0 mL (93.2 mmol) benzyl chloroformate in 60 mL DCM was added drop wise. The reaction mixture was stirred at RT over night and quenched with saturated aqueous sodium bicarbonate solution. The product was extracted with DCM. The organic layers were combined, dried over sodium sulfate and concentrated in vacuo. Yield: 23.0 g (81%) ESI-MS: m/z = 249 (M-BOC+H)+ Rt(HPLC): 1.60 min (method 1)

259808-67-8, As the paragraph descriping shows that 259808-67-8 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (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.7365-45-9,2-(4-(2-Hydroxyethyl)piperazin-1-yl)ethanesulfonic acid,as a common compound, the synthetic route is as follows.

7365-45-9, General procedure: Larger Scale Production of Nucleotide Analogs. (0230) The process described for small-scale batches is scalable to larger batches by using proportionate amounts of compounds. As an alternate to the small-scale batches described above, larger scale batches were prepared. Here, reaction mixtures having a total volume of 0.25 ml (>10× the volume of the small-scale batch) and containing 40 mM of a reagent from Table 1, 10 mM magnesium acetate, 80 muM dATP, 50 mug/ml BSA, and 5.84 muM p41 subunit (containing 0.64 M glycerol following dilution in the glycerol diluent described above) were incubated for 30 min at 70 C. Incubation with the p41 subunit and TLC analysis on PEI plates showed greater than 60% conversion of starting material (i.e., the reagent and dNTP) into nucleotide analog products (dNMP derivatives). Experiments were also performed using heavy isotopes incorporated in dNTP, but the presence of a heavy isotope did not alter the utilization of dNTP in the reaction. (0231) Samples from reaction mixtures were analyzed using a capillary reverse phase liquid chromatography system coupled to an Orbitrap Discovery mass spectrometer in negative mode. Negative mode nanospray mode was set to -1.5 kV, and chromatographic flow rate was <20 nl/min. Fragmentation was achieved using high collision dissociation at 45% energy. Isotope-labeled samples were run both individually and combined. By analyzing the mass difference between heavy and light fragmentation pattern, the identity of each fragmentation peak was established. As the paragraph descriping shows that 7365-45-9 is playing an increasingly important role. Reference：
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY OF COMMERCE; MEMORIAL SLOAN KETTERING CANCER CENTER; UNIVERSITY OF MARYLAND; Marino, John P.; Kelman, Zvi; Hurwitz, Jerard; Giulian, Gary G.; (45 pag.)US9534243; (2017); B2;,
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.106261-48-7,4-((4-Methylpiperazin-1-yl)methyl)benzoic acid,as a common compound, the synthetic route is as follows.

Intermediate 42: W-(5-bromo-2-cyano-4-pyrimidinyl)-4-[(4-methyl-1 -piperazinyl) methyl]-W-(2-methylpropyl)benzohydrazide trifluoroacetate. Preparation of 4-[(4-methyl-1-piperazinyl)methyl]benzoyl chloride.Intermediate 38 (500 mg, 2.13 mmol) was dissolved in thionyl chloride (5 ml). The reaction mixture was refluxed for 6 hours. The solvent was evaporated in vacuo and the crude product was used without any further purification.To a stirred solution of Intermediate 41 (200 mg, 0.74 mmol) in pyridine (10 ml_), a mixture of the previously prepared acid chloride (539 mg, 2.13 mmol) and DIPEA (0.26 ml_, 1.48 mmol) in dry THF (10 ml.) was added and the resulting reaction mixture was stirred at room temperature for 2 hours. The solvent was evaporated in vacuo and the crude reaction mixture was purified by flash chromatography (silica gel, dichloromethane:methanol). The solid was repurified by HPLC (H2O, 0.1%TFA:ACN) to give the title compound. 1H NMR (300 MHz, DMSO) delta ppm: 11.36 (s, 1 H), 8.64 (s, 1 H), 7.92 (d, 2H), 7.48 (d, 2H), 3.98 (m, 1 H), 3.73 (s 2H), 3.38 (m, 4H), 3.02 (m 4H), 2.78 (s, 3H) 2.42 (m, 1 H), 2.05 (m, 1 H), 0.94 (d, 6H). [ES+ MS] m/z 486 (M)+.

106261-48-7, As the paragraph descriping shows that 106261-48-7 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/107368; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78818-15-2, Step 1 4-Benzyloxycarbonyl-[1-(2-oxo-2-(adamant-1-yl))ethyl]piperazin-2-one To a round bottomed flask were added 4-benzyloxycarbonylpiperazin-2-one (234.26 mg, 1.0 mmol) along with N,N-dimethylforamide (5.0 ml), and sodium hydride (73.0 mg (60%), 1.0 mmol). After the evolution of hydrogen had ceased the reaction was allowed to stir for an additional 30 minutes. To this was added 1 adamantyl bromomethyl ketone (257.18 mg, 1.0 mmol). The reaction stirred at Rt. for 18hrs. The reaction was poured into water (25 ml) and extracted with ethylacetate (2*25 ml). The ethylacetate layer was washed with brine and dried (MgSO4). Solvent removal yielded 4-benzyloxycarbonyl-[1-(2-oxo-2-(adamant-1-yl)ethyl]piperazin-2-one. 400 Mhz H1 NMR (CDCl3): 1.68-1.91(m,12H), 2.06 (br s,3H), 3.32(t,2H), 3.77(t,2H), 4.20(s,2H), 4.34(s,2H), 5.16(s,2H), 7.36(m,5H). The material was used with out further purification.

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Eng, Wai-Si; Lobell, Robert B.; Lumma, William C.; Smith, Anthony M.; US2002/72081; (2002); 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(2-(((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-9-(4- (tert-butoxycarbonyl)phenyl)-5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-3a-yl)methylamino)ethyl)piperazine-l-carboxylate.To a solution of tert-butyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a- formyl-5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-y 1)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (0.1 g, 0.167 mmol) in DCE (2 ml) was added acetic acid (0.019 ml, 0.334 mmol) and 4-N-(2-Aminoethyl)-l-N-Boc-piperazine (0.077 g, 0.334 mmol). The mixture was stirred at rt for 2 h then to the mixture was added sodium triacetoxyborohydride (0.177 g, 0.835 mmol). The mixture was stirred for 3 days at rt then was diluted with 7 ml of sat. aHC03 and was extracted with dichloromethane (3 x 7 ml). The combined organic layers were dried with a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was used in the next step without further purification. LCMS: m/e 812.3 (M+H)+, 3.30 min (method 6).

192130-34-0, 192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; REGUEIRO-REN, Alicia; SWIDORSKI, Jacob; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; MEANWELL, Nicholas A.; LIU, Zheng; WO2012/106188; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

106261-48-7, 4-((4-Methylpiperazin-1-yl)methyl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Comparative Example 39: N’-(5-bromo-2-cyano-4-pyrimidinyl)-N’-(2,2-dimethylpropyl)-4-[(4-methyl-1-piperazinyl)methyl]benzohydrazide trifluoroacetate. [Show Image] Intermediate 49 (1 g, 4.3 mmol) was dissolved in thionyl chloride (5 ml). The reaction mixture was stirred at room temperature for 17 hours. The solvent was evaporated in vacuo and the acid chloride was used without any further purification.

106261-48-7, As the paragraph descriping shows that 106261-48-7 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP; EP1918284; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

475272-54-9, (S)-1-Boc-3-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 8 7-[(2S)-2-Isopropylpiperazin-1-yl]thiazolo[5,4-d]pyrimidin-5-amine hydrochloride [0228] Intermediate 4 (2.2 mmol) and tert-butyl (3S)-3-isopropylpiperazine-1-carboxylate (0.5 g, 2.2 mmol) in DMF (10 mL) and DIPEA (0.34 g, 2.63 mmol) were heated at 110 C. for 6 h. The reaction mixture was allowed to cool, then stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, then partitioned between EtOAc and water. The organic layers were dried over sodium sulfate and concentrated in vacuo, then the crude material was purified by column chromatography (silica gel: 100-200 mesh, isohexanes:EtOAc, gradient 50% to 100% EtOAc) to give an off-white foam. This was taken up in 4N HCl in 1,4-dioxane (5 mL) and methanol (1 mL), and stirred for 1 h. The reaction mixture was concentrated in vacuo and triturated with diethyl ether to give the title compound (0.08 g, 12%). LCMS (ES+) 279 (M+H)+, RT 0.91 minutes (method 3)., 475272-54-9

As the paragraph descriping shows that 475272-54-9 is playing an increasingly important role.

Reference：
Patent; Brookings, Daniel Christopher; Ford, Daniel James; Franklin, Richard Jeremy; Ghawalkar, Anant Ramrao; Kulisa, Claire Louise; Neuss, Judi Charlotte; Reuberson, James Thomas; US2014/315885; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

630125-91-6, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,630125-91-6

To a suspension of triphosgene (0.16 g, 0.53 mmol) and Na2C03 (0.67 g, 6.28 mmol) in DCM (10 ml) kept at 0 ocunder argon, 4-(4-ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (0.45 g, 1.57 mmol) was added. Thereaction was monitored by HPLC (following the formation of 4-ethyl-piperazine-1-carboxylic acid [4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-amide by treating a sample of the reaction mixture with Nethylpiperazine).After 1 h, 6-lodo-2,3-dihydro-1 H-indole (0.39 g, 1.61 mmol) was added and the reaction was letunder stirring 1 h at r.t. The mixture was diluted with DCM (10 ml), washed with water (3 x 10 ml), dried overanhydrous Na2S04 and concentrated under vacuum. Purification by flash column chromatography (DCM/MeOH 95/5)5 afforded the product as yellow foam (0.68 g, 77%).1H NMR (600 MHz, DMSO-dG) o ppm 1.00 (br. s., 3 H) 2.12-2.48 (m, 10 H) 3.15 (t, J=8.61 Hz, 2 H) 3.55 (br. s., 2 H)4.13 (t, J=8.70 Hz, 2 H) 7.03 (d, J=7.88 Hz, 1 H) 7.26 (dd, J=7.69, 1.65 Hz, 1 H) 7.64 (d, J=8.61 Hz, 1 H) 7.83 (d,J=8.43 Hz, 1 H) 7.97 (d, J=2.01 Hz, 1 H) 8.24 (d, J=1.28 Hz, 1 H) 8.84 (s, 1 H).

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; MENICHINCHERI, Maria; ANGIOLINI, Mauro; BERTRAND, Jay Aaron; CARUSO, Michele; POLUCCI, Paolo; QUARTIERI, Francesca; SALOM, Barbara; SALSA, Matteo; ZUCCOTTO, Fabio; WO2014/72220; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics