Month: May 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, b) 4-(5-Trifluoromethyl-thiazol-2-yl)-piperazine-l-carboxylic acid tert-butyl esterTo a solution of 17.5 mmol 2-benzenesulfonyl-3-trifluoromethyl-oxirane in 20 ml N,N-dimethylformamide was added 15.9 mmol 4-thiocarbamoyl-piperazine-l-carboxylic acid tert-butyl ester (prepared from tert-butyl 1-piperazinecarboxylate, 1,1′- thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054). The mixture was heated at 90 0C for 10 h. The reaction mixture was then concentrated in vacuo and the residue purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as an orange crystalline solid (yield 26%). MS (m/e): 338.1 (M+H+, 100%).; a) 4-(5-Hydroxymethyl-thiazol-2-yl)-piperazine-l-carboxylic acid tert-butyl esterTo a solution of 179 mmol 30% aqueous hydrogen peroxide in 60 ml water was added 1 N aqueous sodium hydroxide solution until the pH was 9. The reaction mixture was then cooled to 100C and 163 mmol acrolein was added dropwise. Further amounts of 1 N aqueous sodium hydroxide solution were added during the addition in order to maintain the pH of the reaction mixture between pH 8 and 9. The mixture was stirred for 30 min at 0 0C and then 40.8 mmol thiocarbamoyl-piperazine-1-carboxylic acid tert- butyl ester (prepared from tert-butyl 1-piperazinecarboxylate, 1,1′- thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054) was added. To the resulting suspension was added 25 ml ethanol and the mixture was heated at 80 0C for 30 min. The resulting solution was diluted with ethyl acetate/tetrahydrofuran (1:1) and the mixture was washed twice with brine. The organic phase was dried over sodium sulphate and concentrated in vacuo to afford the title compound as a yellow oil (yield 99%). MS (m/e): 300.3 (M+H+, 100%).;f) 4-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine-l-carboxylic acid tert-butyl esterA mixture of 4.92 mmol rac-2-benzenesulfonyl-2-methyl-3-trifluoromethyl- oxirane and 5.41 mmol 4-thiocarbamoyl-piperazine-l-carboxylic acid tert-butyl ester (prepared from tert-butyl 1-piperazinecarboxylate, l.l’-thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054) in 15 ml N,N-dimethylformamide was heated at 100 0C for 4.5 h. The reaction mixture was then concentrated in vacuo and the residue purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as a yellow crystalline solid (yield 30%). MS (m/e): 352.3 (M+H+, 100%).; a) 4-(Dimethylaminomethylene-thiocarbamoyl)-piperazine-l-carboxylic acid tert-butyl esterA mixture of 122 mmol N,N-dirnethylformamide dimethyl acetal and 6.11 mmol 4- thiocarbamoyl-piperazine-1-carboxylic acid tert-butyl ester (prepared from tert-butyl 1- piperazinecarboxylate, lj’-thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054) was heated at 110 0C for 3 h. The reaction mixture was then concentrated in vacuo and the residue was resuspended in ethyl acetate/ tetrahydrofuran ( 1:1) and washed with brine. The organic phase was dried over sodium sulphate and concentrated in vacuo to afford the title compound as a light yellow crystalline solid (yield 95%). MS (m/e): 301.4 (M+H+, 100%).

57260-71-6 tert-Butyl piperazine-1-carboxylate 143452, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/72436; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59702-07-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

An oven-dried microwave vial (0.5-2.0 ml_ volume) was charged with (S)-2- cyclopropyl-10-((2,5-dichloropyrimidin-4-yl)amino)-3,3-difluoro-7-methyl-1 ,2,3,4-tetrahydro- [1 ,4]oxazepino[2,3-c]quinolin-6(7/-/)-one (Intermediate A10a; 7 mg, 0.015 mmol), 1- methylpiperazin-2-one (4 mg, 0.037 mmol) and DIPEA (13 uL, 0.075 mmol). The reaction vial was flushed with Ar and sealed with a cap. NMP (0.65 ml_) was added and the reaction mixture was heated at 140C under microwave irradiation for 1 h. The reaction mixture was dissolved in DMSO (0.8 ml_) and directly purified by reverse-phase chromatography (Biotage reverse-phase 12 g Ultra C-18 column; 10-60-80-100% MeOH in H2O (containing 0.1 % formic acid)). The product-containing fractions were combined, passed through an SCX-2 (1 g), additional MeOH (10 ml_) was passed through and the product was eluted with 2 N methanolic ammonia (25 ml_). The solvent was removed in vacuo affording the title compound (5 mg, 57%) as an off-white solid. 1 H NMR (600 MHz, methanol-d?) d 8.04 (d, J = 2.2 Hz, 1 H), 8.01 (s, 1 H), 7.92 (dd, J = 9.1 , 2.2 Hz, 1 H), 7.57 (d, J = 9.1 Hz, 1 H), 4.53- 4.38 (m, 2 H), 4.24 (d, J = 18.2 Hz, 1 H), 4.18 (d, J = 18.2 Hz, 1 H), 3.98-3.92 (m, 1 H), 3.92-3.87 (m, 1 H), 3.73 (s, 3 H), 3.47-3.39 (m, 2 H), 3.35-3.28 (m, 1 H), 2.98 (s, 3 H), 1.42-1.37 (m, 1 H), 0.82-0.75 (m, 1 H) 0.68-0.57 (m, 2 H), 0.37-0.31 (m, 1 H); LCMS (Method X4) RT 2.85 min; m/z calcd for C25H27CIF2N703+ [M+H]+: 546.1832, Found: 546.18342.

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); 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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

59702-07-7, To 337 (31.8 mg, 0.0684 mmol) was added l-methylpiperazin-2-one (51.5 mg, 0.342 mmol) and Et3N (50 mu) in DMF (1 mL) and heated at 90 °C for 1 h. Solvent was removed under reduced pressure and the residue was purified by preparatory TLC (CH2Cl2:MeOH, 20: 1) to afford 31.8 mg (86percent) of 344. MS (ESI) m/z [M+H]+ 543.1.

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MEMORIAL SLOAN KETTERING CANCER CENTER; CHIOSIS, Gabriela; KANG, Yanlong; PATEL, Hardik J.; PATEL, Maulik; OCHIANA, Stefan; RODINA, Anna; TALDONE, Tony; SHRESTHA, Liza; (288 pag.)WO2015/175707; (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.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

100mL round-bottom flask was added 1.84g (10mmol) compound II, 1.26g (10mmol) and Compound III-2 dry 20mL of THF, the resulting mixture was stirred at ice-water bath, was added 2.48 g (12mmol) DCC, the stirring was continued at room temperature overnight. TLC showed the reaction was complete. document.write(“”); The reaction mixture was poured into ice water, stirred, and extracted with dichloromethane 50mL × 3, the combined organic extracts were washed with saturated brine, dried over anhydrous sodium sulfate, the solvent was distilled off on a rotary evaporator and the residue obtained was column chromatography to afford the product I-2, as a white solid.

20327-23-5, As the paragraph descriping shows that 20327-23-5 is playing an increasingly important role.

Reference：
Patent; Zhejiang Pharmaceutical College; Guo, Zhanghua; (6 pag.)CN104387341; (2016); B;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: Pd2(dba)3 (330 mg, 0.3 mmol), Xantphos (350 mg, 0.7 mmol) and KOtBu (1.6 g, 15 mmol) were addedinto a solution of compound 180-1 (2.0 g, 5.4 mmol) and (2S,6R)-2,6-dimethylpiperazine (0.8 g, 7 mmol) in toluene (30mL). Under nitrogen gas atmosphere, the reaction mixture was stirred at 120°C for 5h, then poured into H2O. The mixturewas extracted with ether (3330 mL), the organic phase was dried over sodium sulfate. The residue was purified bycolumn chromatography to deliver compoud 180-2 (1.7 g, yield 70percent) as yellow solid. MS ESI calcd for C29H28N4O [M+H]+ 449, found 449.

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

Reference：
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Hao; LIN, Jun; LI, Yunhui; WEI, Changqing; CHEN, Shuhui; LONG, Chaofeng; CHEN, Xiaoxin; LIU, Zhuowei; CHEN, Lijuan; (212 pag.)EP3124482; (2017); A1;,
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

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