Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

To an aqueous (100 ml) sodium hydroxide (4.0 g, 100 mmol) solution of piperazine-2-carboxylic acid dihydrochloride (5 g, 24.63 mmol) is added a solution of di-tert-butyl dicarbonate (11.0 g, 50.45 mmol) in dioxan (50 ml) at 0 C. over a period of half an hour. The reaction mixture is stirred at 0 C. for 1 hr. followed by stirring at room temperature (25 C.) for another 2 hrs. Neutralized (pH 6-7) with aqueous 2N HCl, extracted with ethyl acetate. Organic layer washed with brine solution, dried (Na2SO4) and evaporated in vacuo to yield an oil which solidifies on cooling. (Yield 8.02 g, 98.76%)., 3022-15-9

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; TORRENT PHARMACEUTICALS LTD.; US2003/225102; (2003); 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.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-carbamothioylpiperazine-1-carboxylate (synthesized according to Example 5, Step 1, 2.0 g, 8.16 mmol) in dioxane (20 mL), TEA (1.7 mL, 10.6 mmol) and 1-bromobutan-2-one (1.2 mL, 10 mmol) were added and stirred at 80 C for 16 h. The completion of the reaction was monitored by TLC. The reaction mixture was quenched with water (10 mL) and extracted with EtOAc (2 x 25 mL). The organic layer was separated, dried over anhydrous Na2SO4, concentrated under vacuum. The resulting product was taken as such for next step. Yield: 86% (2.1 g, pale yellow solid). LCMS: (Method A) 298.0 (M+H), Rt. 2.94 min, 93.1 % (Max)., 196811-66-2

196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-Cbz piperazine (0.55 g, 2.48 mmol, 1 eq) and carboxylic acid 8c?g (2.48 mmol, 1 eq) were dissolved in dry DMF (10 mL), the reaction mixture flushed with argon and cooled to 0 °C. N-methyl morpholine (NMM; 7.44 mmol,3 eq), hydroxybenzotriazole hydrate (HOBt; 2.98 mmol,1.2 eq) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride HCl salt (EDC; 3.22 mmol, 1.3 eq) were slowly added. The reaction mixture was stirred under argon atmosphere for 5 h at 0 °C and an additional 15 h at room temperature. DMF was evaporated under reduced pressure and the residue redissolved in dichloromethane (10 mL).The dichloromethane phase was washed with H2O (1 x 10 mL), a 1 M HCl solution (3 x 10 mL), saturated aqueous NaHCO3 solution (3 9 10 mL), brine (1 x 20 mL), dried over Na2SO4, filtered, and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane solvents as eluents to afford compounds 9c?g., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Juki?, Marko; Frlan, Rok; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Tytgat, Jan; Peigneur, Steve; Anderluh, Marko; Kikelj, Danijel; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2366 – 2380;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, To a mixture of 7- (3-BROMOPHENYL)-5-METHYL-M (3,4, 5- trimethoxyphenyl) imidazo [5, 1-f] [1,2, 4] TRIAZIN-2-AMINE (EXAMPLE 9) (40 mg, 0.085 MMOL), 4- [ (4-METHYLPIPERAZIN-1-YL) METHYL] ANILINE (20.9 mg, 0.102 MMOL), (S)- (-)-2, 2′-Bis (DIPHENYLPHOSPHINO), 1, 1 -BINAPHTHYL ((S)-BINAP) (15.9 mg, 0.026 MMOL), Tris (DIBENZYLIDINEACETONE) DIPALLADIUM (0) (7.8 mg, 0. 008 MMOL) and sodium t-butoxide (11.4 mg, 0.12 MMOL) was added1, 4-dioxane (1.5 ML). In a sealed reaction vessel, the mixture was heated with microwave radiation at 140 C for 60 minutes. After cooling to room temperature, diluted mixture with methanol (5 mL) and ethyl acetate (5 mL) followed by filtration over celite. Removed solvent under reduced pressure and diluted brown residue in DMSO (1.0 mL). Injected (2 x 0.5mL) on an Agilent reverse phase prep LC subjected to a gradient elution using ACETONITRILE (0. 1% Formic acid): water (0. 1% Formic acid) (10: 90 to 90: 10). The appropriate fractions were combined and concentrated under reduced pressure to give 5-methyl-7- [3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)phenyl]-N- (3,4, 5- trimethoxyphenyl) imidazo [5, 1-4 [1,2, 4] TRIAZIN-2-AMINE (0.021 g) as a yellow SOLID. 1H NMR (CDCI3) : No. 8.78 (s, 1 H), 8.47 (s, 1 H), 8.09 (dd, J= 1.9, 1. 8 Hz, 1H), 8.0-7. 98 (m, 1H), 7.33 (dd, J= 7.9, 7.8 Hz, 1H), 7.19 (ddd, J= 7.9, 2.2, 0.8 Hz, 1H), 7.16-7. 14 (m, 2H), 7.11 (s, 1H), 7.07-7. 05 (m, 2H), 6.94 (m, 2H), 3.82 (s, 9H), 3.53 (s, 2H), 2.90-2. 54 (m, 14H). MS m/z 595 (M+1).

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/87652; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-1: To a stirred solution of methyl 2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate (0.18 g, 0.9366 mmol) in acetic anhydride (4 ml) was added triethyl orthobenzoate (0.630 g, 2.8098 mmol) at RT and the mixture was refluxed for 3 h at 110 C. The reaction mixture was evaporated and the resulting residue was used as such into next step without purification. [0212] Step-2: To a stirred solution of product from step-1 (0.18 g) in DMF (4 ml) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (0.180 g, 0.6861 mmol) at RT and the reaction mixture was heated at 110 C. for 1 h. The reaction mixture was cooled to RT and stirred with triethyl amine (1 ml) for half an hour. The reaction mixture was evaporated and the crude product was purified by column chromatography using 0 to 10% methanol in dichloromethane as eluent to afford (Z)-methyl 1-acetyl-3-((4-(N-methyl-2-(4-methylpiperazin-1-yl) acetamido)phenylamino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 583.4 (MH+)., 262368-30-9

The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ANGION BIOMEDICA CORP.; NARAYAN, Prakash; HUANG, Brian; PAKA, Prani; PAKA, Latha; GOLDBERG, Itzhak D.; US2015/105380; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-70-5, tert-Butyl 4-benzylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-70-5, The procedure described for the preparation of 2a was used with compound 10b (300 mg, 0.96 mmol), 13a (253 mg,1.44 mmol), K2CO3 (265 mg, 1.92 mmol) and CH3CN (15 mL) to obtain 2b (261 mg, 60%) as light brown liquid. Rf = 0.59 (n-hexane:EtOAc: MeOH = 2.5:1.5:1). 1H NMR (500 MHz, CDCl3): d 7.43-7.25(m, 15H), 5.90 (s, 1H), 4.65 (t, J = 7 Hz, 2H), 3.54 (s, 2H), 2.48-2.39(m, 10H), 2.20-2.15 (m, 2H); 13C NMR (125 MHz, CDCl3): d 167.7,140.8, 138.3, 129.2, 128.8, 128.7, 128.3, 127.11, 127.1, 63.1, 54.9,53.1, 51.4, 48.7, 26.7.

The synthetic route of 57260-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Paudel, Suresh; Acharya, Srijan; Yoon, Goo; Kim, Kyeong-Man; Cheon, Seung Hoon; Bioorganic and Medicinal Chemistry; vol. 25; 7; (2017); p. 2266 – 2276;,
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

4-Oxo-4-(2-thienyl) butyric acid (63 mg, 0.34 mmol), HOBt (58 mg, 0.43 mmol), TBTU (140 mg, 0.43 mmol), anhydrous triethylamine (0.1 ml, 0.69 mmol) and dry DMF (2 ml) were placed in an oven- dried Schlenk tube under a nitrogen atmosphere. The resulting solution was stirred at room temperature for 15 minutes. A second Schlenk tube was prepared containing 1-(4-trifluoromethyl phenyl) piperazine (100 mg, 0.43 mmol) and dry DMF (1 ml) under a nitrogen atmosphere. The resulting solution was stirred until complete dissolution of the piperazine had occurred. The piperazine solution was then transferred, via a cannula, to the first Schlenk tube containing the carboxylic acid. The resulting solution was stirred for 24 hrs, under nitrogen, and monitored by TLC. After 24 hrs, the DMF was removed under reduced pressure and the resulting oil was acidified using a 0.1 M hydrochloric acid solution. The aqueous mixture was extracted with dichloromethane (20 ml, followed by 4 x 10 ml) and the organic layer washed with a saturated sodium bicarbonate solution (3 x 20 ml) and brine (3 x 20 ml). The organic layer was dried over magnesium sulphate and evaporated under reduced pressure. The residue was purified using flash chromatography (3:2, EtOAc:n-hexane) to obtain the desired product in an 81 % yield. H NMR (300 MHz, CDCI3) ? 7.81 (d, 1 H), 7.63 (d, 1 H), 7.49 (d, 2H), 7.13-7.16 (m, 1 H), 6.92 (d, 2H), 3.72-3.81 (m, 4H), 3.28 (t, 4H), 3.25 (t, 2H), 2.81 (t, 2H). MS (+ESI) calcd for C19 H19 F3 N2 02 S m/z: [M + H]+ , 396.1 1 15; found 396.1 1 19 [Diff(ppm) = -1.1 1].

30459-17-7, As the paragraph descriping shows that 30459-17-7 is playing an increasingly important role.

Reference：
Patent; NATIONAL UNIVERSITY OF IRELAND, MAYNOOTH; STEPHENS, John; FINDLAY, John; KINSELLA, Gemma; MARTIN, Darren; DEVINE, Robert; VELASCO-TORRIJOS, Trinidad; WO2013/60860; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 249; 2 ‘-Chloro-5 ‘-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl- piperazin- 1 -ylmethyl)-phenyl] -amide; A mixture of 2′-Chloro-5’-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid(103mg), 4-(4-methyl-pirhoerazin-l-ylmethyl)-phenylamine (59mg) and HBTU (148mg) in dry DMF (1 OmI) containing triethylamine (362mul) was stirred at room temp for 18h.Most of the DMF was evaporated and the residue diluted with water. The resulting solid was collected by filtration. This material was then purified by reverse phase Prep HPLC giving the title compound as a yellow solid (51mg) EPO 1H NMR (DMSO, delta) 1.10-1.81 (1OH, m), 2.17 (3H, s), 2.24-2.28 (9H, m), 3.43 (2H, s),7.29 (2H, d), 7.41-7.61 (2H, m), 7.67 (IH, dd), 7.71-7.81 (2H, m), 8.05 (2H5 d,), 8.83(2H, m), 10.13 (IH, s), 10.36 (IH, s).LCMS- ES+ = 544,546., 70261-82-4

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARROW THERAPEUTICS LIMITED; WO2007/31791; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

438049-35-5, N-Boc-3-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1, 1′-carbonyldiimidazole (468 mg, 2.80 mmol) in anhydrous DMF (2 mL) were added triethylamine (0.59 mL, 4.20 mmol) and a solution of tert-butyl 3-ethylpiperazine-1-carboxylate (500 mg, 2.33 mmol) in anhydrous DMF (2 mL) dropwise. The mixture was stirred in a sealing tube at rt for 30 min, and then anhydrous methanol (12 mL) was added. The resulting mixture was further stirred at 60 for 24 h, and concentrated. The residue was diluted with saturated aqueous NaCl (30 mL) , and extracted with EtOAc (15 mL × 2) . The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 5/1 to give 4-tert-butyl 1-methyl 2-ethylpiperazine-1, 4-dicarboxylate as colorless liquid (260 mg, 40) .1H NMR (400 MHz, CDCl3) : delta ppm 3.88-3.97 (m, 4H) , 3.70 (s, 3H) , 2.76-3.02 (m, 3H) , 1.52-1.61 (m, 2H) , 1.45 (s, 9H) , 0.89 (t, J 7.4 Hz, 3H) and MS-ESI: m/z 173.1 [M+H-100] + ., 438049-35-5

438049-35-5 N-Boc-3-Ethylpiperazine 22219867, 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

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.

Example 14; l-Methyl-2-[(2R)-2-methyl-4-(quinoline-2-carbonyl)-piperazin-l-yl]- 1eta- [4,4′]bipyrimidinyl-6-one; (3R)-3’Methvl-4′(l-methvl’6-oxo-l,6-dihvdro-[4,4′]bipvrimidinvl-2’vl)-piperazine-l’car boxvlic acid tert-butvl ester; A solution of 2-chloro-3-methyl-6-(pyrimidin-4-yl)-3H-pyrimidin-4-one (5.3 g, 24 mmol), fer^butyl (Si^-S-methylpiperazine-l-carboxylate (5.0 g, 25 mmol) and triethylamine (7.6 g, 75 mmol) in N-methyl”2-pyrrolidone (25 ml) was stirred for 6 hours at 90 0C. The solution was partitioned between water and ethyl acetate, and the organic layer was washed with water, brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford (3R)-3-methyl-4-(l-methyl-6-oxo-l,6- dihydro-[4,4′]bipyrimidinyl-2-yl)-piperazine”l-carboxylic acid tert-butyl ester (6.9 g, 71 %)..1H NMR; 1.28 (3H, d, J= 7.0 Hz), 1.51 (9H, brs), 3.29-3.52 (4H, m), 3.55 (3H, s), 3.71 (IH, dd, J= 3.9, 13.3 Hz), 3.81-4.02 (2H, m), 7.29 (IH, s), 8.16 (IH, dd, J= 1.6, 5.5 Hz), 8.88 (IH, d, J= 4.7 Hz), 9.25 (IH, s) (CDCl3) MS; [M++ 1] = 387 ., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference：
Patent; MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS; WO2007/119463; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics