Tag: M.W:100-200

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1. Preparation of 3,5-dimethyl-1-tert-butoxycarbonyl-piperazine (ZTH-1): [0025] Adding 2,6-lupetazin (11.4 g, 100 mmol, 1 eq) and di-tert-butyl dicarbonate (21.8 g, 100 mmol, leg) into a 250 ml flask; and then adding 100 ml tetrahydrofuran, reacting under room temperature for 4 hours; and condensing up tetrahydrofuran (i.e., condensing tetrahydrofuran until used up), 21.4 g orange-colored oily substance ZTH-1 is obtained, wherein the yield is 100%., 21655-48-1

21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Zhang, Nan; Zhong, Rong; US2013/116265; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Intermediate B46: 4-[4-(1 -methylethyl)-1 -piperazinyl]-2-(methyloxy)aniline; Step A/Intermediate B47: 1-(1-methylethyl)-4-[3-(methyloxy)-4- nitrophenyl]piperazine; To 4-chloro-2-(methyloxy)-1 -nitrobenzene (3.0 g, 16.0 mmol) in dioxane (75 mL) was added 1-(1-methylethyl)piperazine (4.1 g, 32.0 mmol), XANTPHOS (1.4 g, 2.4 mmol), and Cs2CO3 (10.4 g, 32.0 mmol). The mixture was bubbled with N2 for 15 min prior to the addition of Pd2(dba)3 (1.5 g, 1.6 mmol). The reaction was stirred at 100 0C for 5 h. Following cooling to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL) and water (100 mL). The organic layer was dried over sodium sulfate, filtered, taken to a residue under reduced pressure, and purified by silica gel chromatography to afford 1-(1-methylethyl)-4-[3-(methyloxy)-4-nitrophenyl]piperazine (4.0 g, 90percent yield). ESIMS (M+H)+ = 280.

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); 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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 6a-p (1.0mmol) and K2CO3 in acetone (10mL) was added 6-(bromomethyl)-5-chloro-2-(thiophen-2-yl)-7,8-dihydroquinoline 5 (1mmol) at room temperature under stirring for 12h (monitored by TLC), After completion the reaction mixture was evaporated and extracted with ethylacetate and water, the organic layer was separated dried over anhydrous Na2SO4. and evaporated under vacuum. The resulting crude product was purified by silica gel column chromatography by using EtOAc/hexane as eluent., 59878-57-8

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Marvadi, Sandeep Kumar; Krishna, Vagolu Siva; Sriram, Dharmarajan; Kantevari, Srinivas; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 171 – 178;,
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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 24A 3-methyl-1-pyridin-2-ylpiperazine hydrobromide 2-Methylpiperazine (1.0 g, 0.01 mol, racemic mixture) and 2-bromopyridine (10 mL, 0.1 mol) were combined and heated at 120 C. for 16 hours. The reaction mixture was cooled to 23 C. and partitioned between ethyl acetate and water. The layers were separated, and the water layer was concentrated under reduced pressure. The residue was triturated with ethyl acetate, dichloromethane, and methanol to afford 460 mg (26% yield) of the title compound as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.27 (d, J=6.6 Hz, 3H), 2.90 (dd, J=10.5, 14.1 Hz, 1H), 3.10 (m, 2H), 3.40 (m, 2H), 4.32 (m, 2H), 6.77 (dd, J=4.8, 6.9 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.64 (m, 1H), 8.15 (m, 1H), 8.63 (bs, 1H), 8.92 (bs, 1H); MS (APCI) m/e 178 (M+H)+.

109-07-9, The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cowart, Marlon D.; Bhatia, Pramila A.; Daanen, Jerome F.; Stewart, Andrew O.; Patel, Meena V.; Kolasa, Teodozyj; Brioni, Jorge D.; Rohde, Jeffrey; US2002/169166; (2002); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 8 In a 100 ml four-neck flask, 5.04 g (= 0.0503 mole) of racemic 2-methylpiperazine was placed, and 5.37 g of water and 45.13 g of 1-butanol were added for dissolution (water content 10.6 wt%). Furthermore, 3.99 g (= 0.0504 mole) of pyridine was added, being followed by stirring and subsequent cooling down to 0C, and 8.67 g of benzyl chlorocarbonate (= 0.0494 mole, purity by HPLC determination analysis 97.1 wt%, 0.98 molar time) was added dropwise with the liquid temperature kept in a range from 5 to 10C. Then, stirring was carried out at 0C for 2 hours. The reaction solution was analyzed, and as a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 82.5%.

109-07-9, The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); 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.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: A solution of 2-chloroalkyl/aryl substitutedwith or without N-substitution as well as with or without 5 and/or 6-substituted benzimidazole derivative (1.75g,0.01051mol) and 1-[(4-phenyl)carbonyl]piperazine (3g,0.0105mol) in N, N dimethylformamide was taken in a RBF.K2CO3(2gm,) was added to the reaction mixture. The reaction mixture was stirred for 8h at 80C on a magnetic stirrer (heat + stirring). The progress of the reaction was monitored by thin layer chromatography (TLC).Upon completion of the reaction, water was added to the reaction mixture and the product extracted by shaking the reaction mixture with dichloromethane in a separating funnel.The dichloromethane layer was washed successively with water and brine, dried over anhydrous sodium sulfate. Evaporation of the solvent gave theproduct. 11a-l Recrystallized with various solvent like chloroform, ethanol, methanol., 13754-38-6

As the paragraph descriping shows that 13754-38-6 is playing an increasingly important role.

Reference：
Article; Kankate, Rani S.; Gide, Parag S.; Belsare, Deepak P.; Oriental Journal of Chemistry; vol. 30; 4; (2014); p. 1855 – 1863;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5464-12-0, To mixture of Scheme 41 compound 1 (2.00 g, 9.80 mmol), Scheme 41 compound 2 (1.41 g, 9.85 mmol), Cs2C03 (9.60 g, 29.55 mmol) and Xantphos (569 mg, 0.98 mmol) in dry toluene (20 mL) was added Pd(OAc)2 (221 mg, 0.98 mmol) and the reaction mixture was heated to 90°C for 12 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT, passed through a pad of celite and washed with EtOAc. The filtrate was washed with water and brine, dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with CH2Cl2/MeOH 100/0 gradually increasing to 95/5) to give Scheme 41 compound 3 (1.10 g, 33percent) as a pale yellow solid. MS [ESI, MH+] = 267.13.

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

Reference：
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (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.50606-32-1,Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

50606-32-1, 2-{[Methyl(5,6,7,8-tetrahydro-8-quinolinyl)amino]methyl}-1H-benzimidazole-4-carboxylic acid (190 mg, 0.56 mmol), bis(2-oxo-3-oxazolidinyl)phosphinic chloride(220 mg, 0.85 mmol), /V-butoxycarbonylpiperizine (104 mg, 0.56 mmol), and N,N-diisopropylethylamine (110 mg, 0.85 mmol) were dissolved in acetonitrile (5mL) andA/,/V-dimethylformamide (2ml_) and the reaction was stirred for 16 h at 35 C. Thereaction mixture was concentrated and purified using reverse phase HPLC (0% to70% acetonitrile/water/0.1% trifluoroacetic acid gradient) to provide the protectedamine (56 mg). The amine was dissolved in dichloromethane (3mL) andtrifluoroacetic acid (2mL) and stirred for 3 h. The reaction was concentrated,dissolved in water and lyophilized to provide the product (68 mg, 30%) as an off-white trifluoroacetate salt: 1H-NMR (DMSO-cf6) 8 8.62 (d, 1H), 7.94 (d, 1H), 7.72 (d,1H), 7.58-7.54 (m, 1H), 7.41-7.35 (m, 2H), 4.74-4.70 (m, 1H), 4.60 (d, 1H), 4.48 (d,1H), 4.38 (s, 2H), 3.25 (br s, 4H), 3.13 (br s, 4H), 2.88-2.80 (m, 2H), 2.65 (s, 3H),2.36-2.30 (m, 1H), 2.08-1.96 (m, 2H), 1.82-1.72 (m, 1H). MS m/z405 (M+1).

The synthetic route of 50606-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/23400; (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.57184-25-5,1-(Cyclopropylmethyl)piperazine,as a common compound, the synthetic route is as follows.,57184-25-5

The cis-isomer may be prepared analogously. cis- and trans-4-(4-cyclopropylmethyl-piperazin-1-yl)-cyclohexylamine 9.8 g (33.4 mmol) of 4-dibenzylcyclohexanone is dissolved in 100 mL dichloromethane and stirred with 5.6 g (40 mmol) of N-cyclopropylmethylpiperazine and 8.5 g (40 mmol) of NaBH(OAc)3 for 12 h at RT. Then the mixture is combined with water and potassium carbonate, the org. phase is separated off and dried and the solvent is eliminated in vacuo. The residue is purified on a silica gel column (approx. 50 mL silica gel, approx. 3 L ethyl acetate 95/methanol 5+0.25% conc. ammonia). The desired fractions are evaporated down in vacuo. The faster eluding cis compound crystallises from ethyl acetate. The trans compound is crystallized from ethanol+conc. HCl. Yield: 8.5 g (61%) cis-isomer and 2.2 g (13%) trans-isomer.

The synthetic route of 57184-25-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2006/35903; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6,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.

EtOH (250 mL) was added to a mixture of 5-bromo-2-chloropyrimidine (5 g, 25.8 mmol) and (R)-2- methylpiperazine (2.74 g, 27.4 mmol) followed by the addition of TEA (9.98 mL, 71.6 mmol) under a nitrogen atmosphere. The reaction was stirred at about 78 °C for about 8 h. The reaction was cooled to about rt and concentrated under reduced pressure. The residue was triturated with 20: 1 DCM/MeOH (150 mL) and stirred for 30 min. The solid was collected by filtration and dried under vacuum to afford title compound (5 g, 75 percent) as the HC1 salt; lH NMR (400MHz, DMSO-t/6) delta 9.66 (br. s., 2H), 8.53 (s, 2H), 4.53 (d, J=13.7 Hz, 2H), 3.34 – 3.20 (m, 3H), 3.18 – 3.08 (m, 1H), 3.03 – 2.92 (m, 1H), 1.29 (d, J=6.2 Hz, 3H)

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

Reference：
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics