Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

5-(Bromoacetyl)-2-fluorobenzonitrile (590 mg, 2.44 mmol) and (5)-4-N-BOC-2-hydroxymethyl-piperazine (527 mg, 2.44 mmol) were dissolved in THF (40 mL) at 0C then TEA (247 mg, 2.44 mmol) was added. The reaction mixture was stirred at RT for 16 h, then poured into water and extracted with ethyl acetate. The organic layer was dried over Na2SC”4, filtered, and evaporated to dryness. The crude product was purified by MPLC through an 80g Redi-sep column using 0-100% EtOAc/hexane to yield the title compound.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (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.314741-39-4,(S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Combine 2-Chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl ester (240mg, 1.70 mmol), (5)-piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3 -methyl ester (2.04 mmol) and triethylamine (5.11 mmol) in a 0.85 M solution of dioxane. Microwave reaction mixture for 30 min at 150 0C. Filter reaction mixture and rinse with acetonitrile. Purify filtrate by column chromatography in a 0-70% ethyl acetate/heptane gradient to give (1S)-4-(5-Methoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-piperazine- 1,3- dicarboxylic acid 1-tert-butyl ester 3 -methyl-ester contaminated with approximately 15 % of the mono hydrolysis product. The mixture is carried on to next step without further purification. (61% yield)

As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); 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.1403898-64-5,(2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of l-(2-chloroacetyl)-6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydro-lH-pyrrolo[3,2- b]pyridin-5(4H)-one (0.5 g, 1.44 mmol) and triethylamine (0.44g, 4.5 mmol) in THF (10 mL) was added (2R,5R)-tert-butyl 5-(hydroxymethyl)-2-methylpiperazine-l-carboxylate (0.3 g, 1.30 mmol) and the reaction was stirred at 80 C overnight. To the reaction mixture was added 20 ml of water and 20 ml of ethyl acetate, the organic layer was separated and evaporated to dryness. The residue was purified by flash chromatography on silica gel, eluting with methanol : dichloromethane = 1:20 to afford the title compound (450 mg, 0.83 mmol, 64 % yield). LCMS Method D RT= 1.35 min, ES+ve 543.

As the paragraph descriping shows that 1403898-64-5 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 2,6-dichloro-4-cyclopr ile (synthesis described in example 4 step 2, 236 mg, 1 mmol) in N,N-dimethylformamide (10 mL) was added tert- butyl 2-methylpiperazinyl-1-carboxylate (200 mg, 1 mmol), followed by triethylamine (0.14 mL,1 mmol). The mixture was stirred at room temperature for 5 minutes, then diluted with water. The precipitated solid was collected by filtration and dried in an oven to give 4-(6- chloro-3,5-dicyano-4-cyclopropylpyridin-2-yl)-2-methylpiperazinyl-1-carboxylate (330 mg, 82%). LCMS m/z = 301.9 [M+H-Boc]+.

120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); 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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

1-((2S,6R)-2,6-Dimethylpiperazin-1-yl)ethanone; To 1.0 g (4.67 mmol) of commercially available (3S,5R)-tert-butyl 3,5-dimethylpiperazine-1-carboxylate was added 5 mL of dry dichloroethane in a 100 mL round bottom flask equipped with a loose fitting septa. To this mixture was added 2.0 equivalents (9.33 mmol, 1.63 mL) of redistilled N,N-diisopropylethylamine and the flask was cooled to 0 C. To this solution was added 2.0 equivalents (9.33 mmol, 663.0 muL) of acetyl chloride portionwise. The ice bath was then removed and the solution was stirred at room temperature overnight. The crude product was taken up in a separatory funnel, washed with 5 mL of a saturated sodium bicarbonate solution, 5 mL of a brine solution and dried over magnesium sulfate. Evacuation of solvent gave a quantitative yield (1.2 g) of 1, (3S,5R)-tert-butyl 4-acetyl-3,5-dimethylpiperazine-1-carboxylate, as brown oily solid. LC/MS: m/z 257.25, Rf 1.35 min., 90.0% purity. To 75 mgs (0.29 mmmol) of 1 was added 2 mL of 1:1 solution of dichloroethane and trifluoroacetic acid in a 25 mL round bottom flask equipped with a loose fitting septa. The solution was stirred for about 1 hour at room temperature then evacuated to near dryness on a rotary evaporator to give a brown oil. The resulting oil was triturated with diethyl ether to give 65 mg (82% yield) of 2, 1-((2S,6R)-2,6-dimethylpiperazin-1-yl)ethanone, as a tan amorphous solid. 1H NMR (300 MHz, Tetrahydrofurn-d8): delta ppm 1.40 (d, J=7.32 Hz, 6 H), 2.07 (s, 3 H), 3.13 (dd, J=12.99, 5.31 Hz, 2 H), 3.28-3.38 (m, 2 H), 4.56 (br s, 1 H).

As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/78122; (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

General procedure: To a solution of acid chloride 3a-b (1.0 equiv.), triethylamine (3.0 equiv.) in dry THF, was added arylpiperazines (1.2 equiv.) in dry THF dropwise. The mixture was stirred for 1 h at room temperature. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over anhydrous MgSO4, and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel (EtOAC:hexanes = 1:1-1:5) to yield the desired products (4a-j). Compound 4i: 1H NMR (300 MHz, CDCl3) delta 7.52 (d, J = 8.5 Hz, 2H), 6.95 (d, J = 8.5 Hz, 2H), 3.95 (m, 4H), 3.37 (m, 4H), 2.79 (m, 4H), 1.80 (m, 4H).

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

Reference£º
Article; Song, Jiho; Lee, Kiho; Kim, Doran; Kim, Jongmin; Lee, Seul; Shin, Jun Seob; Kim, Dong-Seok; Min, Kyung Hoon; Bulletin of the Korean Chemical Society; vol. 35; 2; (2014); p. 666 – 668;,
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

Step 1:; Preparation of 1-(benzyloxycarbonyl)-4-(2,3,6-trifluoro-4- nitrophenyl) piperazine; A solution of 2,3,4,5-tetrafluoronitrobenzene (10.0 g, 51.2 mmol) in DMSO (200 mL) is treated with N, N-diisopropylethylamine (6.95 g, 8.8 mL, 53.8 mmol) and then N-(benzyloxycarbonyl)piperazine (Aldrich, 11.8 g, 53.8 mmol) is added over 30 min at room temperature. The mixture is stirred overnight at ambient temperature. The mixture is diluted with H20 and the extracted with EtOAc. The combined organic extracts are washed with H20, brine, dried over Mg2S04, filtered and concentrated under reduced pressure. The residue is triturated with Et20 / hexanes. The solid is collected by filtration and dried under vacuum to give 18.70 g (92percent) of the title compound as a light yellow solid. HRMS calc’d. for C18H16F3N3O4: 396.1171; Found: 396.1190. Analytical calc’d. for C18H16F3N3O4: C, 54.69; H, 4.08; N, 10.63; Found: C, 54.56; H, 4.12; N, 10.62.

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2005/113520; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

154590-35-9, tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: To the product of Preparation 13, Step 3 (0.64 g, 2.2 mmol) in CH2Cl2 (10 ml) add DIPEA (0.57 ml, 3.3 mmol), followed by EtOCOCl (0.26 ml, 2.6 mmol). Stir 0.5 h, concentrate, and purify by PLC to obtain the di-carbamate as a brown oil.

The synthetic route of 154590-35-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2004/220194; (2004); 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.70261-81-3,1-Methyl-4-(4-nitrobenzyl)piperazine,as a common compound, the synthetic route is as follows.

4-Amino-N-[4-[(4-methylpiperazin-1-yl) methyl] phenyl]-1Hpyrazole-3-carboxamide (5): The mixture of N-methylpiperazine (4.9 mL, 44.2 mmol) and triethylamine (12 mL,86.3 mmol) in dichloromethane (20 mL) was added dropwiseto a stirred solution of Nitro-benzyl bromide 1 (10.0 mg,46.3 mmol) in dichloromethane (100 mL) under the ice-waterbath and was refluxed for 1 h. The reaction mixture was extractedwith chloroform (100 mL¡Á3), washed with water andsaturated sodium chloride each time (100 mL¡Á1). The organicphase was dried with anhydrous magnesium sulfate, filtered,evaporated under vacuum to give pale yellow solid 2. Withoutfurther purification, 2 mixed with FeO(OH)/C (catalyst 2.0 g)and 95% ethanol (100 mL) were kept refluxing and dropwiseadded the mixture of hydrazine hydrate (25 mL) and 95%ethanol (20 mL), then filtrated when the solution was hot. Theresidue was washed with hot ethanol (30 mL¡Á2). The solventwas distilled under vacuum to give white solid 3 (6.7 g), thenmixed with 4-nitro-1H-pyrazole-3-acid (6.3 g, 40.0 mmol),EDCI (8.4 g, 43.8 mmol) and HOBT (6.0 g, 44.4 mmol) in anhydrousDMF (100 mL), stirred for 24 h at room temperature.The reaction mixture was poured into ice water (200 mL).A large amount of yellow solid precipitation was acquired.The pure product 4 was got from recrystallizing with mixedsolvent of methanol and ethyl acetate, then the same processof hydrazine hydrate reduction was done with the catalyst ofFeO(OH)/C. The solvent was distilled under vacuum to give white solid 5 (3.5 g). Yield= 63.9%; mp 199-201C; IR (KBr)cm-1: 3369, 3227 (NH2), 1346 (C= C), 1456 (C= N) pyrazole,646 (ArH); 1H-NMR (300 MHz, DMSO-d6) delta (ppm): 2.1 (3H,s, -CH3), 2.3-2.5 (8H, m, -CH2-), 3.3 (2H, s, -CH2-), 4.7(1H, s, -NH2), 7.1-7.2 (3H, m, ArH), 7.7 (2H, d, J=10.5 Hz,ArH), 9.7 (1H, s, -NHCO-), 12.7 (1H, s, Pyrazole); MS m/z:315.82 (M+); Anal. Calcd for C16H22N6O: C, 61.13; H, 7.05; N,26.73; O, 5.09. Found: C, 61.31; H, 6.84; N, 26.52.

The synthetic route of 70261-81-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lu, Yi; Ran, Ting; Lin, Guowu; Jin, Qiaomei; Jin, Jianling; Li, Hongmei; Guo, Hao; Lu, Tao; Wang, Yue; Chemical and Pharmaceutical Bulletin; vol. 62; 3; (2014); p. 238 – 246;,
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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

A mixture of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (5.133 g, 21.01 mmol), methyl 2,6-dichloropyrimidine-4-carboxylate (4.354 g, 21.03 mmol), and iPr2NEt (4.0 mL, 23.0 mmol) in acetonitrile (50 mL) was heated at 50C for 4 h. After cooling, the reaction mixture was evaporated in vacuo and the residue chromatographed over silica gel with 20-70% EtOAc in hexanes. The product fractions were evaporated in vacuo to give 1-tert-butyl 3-methyl 4-(2-chloro-6-(methoxycarbonyl)pyrimidin-4-yl)piperazine-1,3-dicarboxylate as a very pale yellow powder (6.626 g, 15.97 mmol, 76% yield). LC/MS: m/z= 415.2 [M+H]+.

129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics