Category: piperazines

373608-48-1, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1662-[5-Methyl-2-(3-piperazin-1-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-6-carboxylic acid methylamide tri-hydrochloride; A mixture of 2-(2-chloro-5-methylpyrimidin-4-yl)-benzo[b]thiophene-6-carboxylic acid methylamide (263 mg, 0.830 mmol), 4-(3-aminopropyl)-piperazine-1-carboxylic acid tert-butyl ester (358 mg, 1.47 mmol) and diisopropylethylamine (0.44 mL) in 1,4-dioxane (10 mL) is heated at 95 C. for 20 hours. The solvent is removed after cooling and the residue is subjected to chromatography on silica gel, eluting with 2.0 M NH3/MeOH in dichloromethane 0-10%, to give 4-{3-[5-methyl-4-(6-methylcarbamoyl-benzo[b]thiophen-2-yl)-pyrimidin-2-ylamino]-propyl}-piperazine-1-carboxylic acid tert-butyl ester (191 mg, 44% yield). The intermediate is dissolved in THF (8 mL) and 5 N hydrochloric acid (5 mL) is added. The solution is heated at 70 C. for 4.5 hours and then cooled before evaporating the solvent. Methanol is added to the residue and the mixture is sonicated for 30 minutes. The solid is filtered and washed with diethyl ether, then dried in a vacuum oven at 50 C. for 18 hours to give the title compound (129 mg, 66% yield). ES+(m/z) 425 [M(free base)+H].

373608-48-1, As the paragraph descriping shows that 373608-48-1 is playing an increasingly important role.

Reference£º
Patent; Dahnke, Karl Robert; Lin, Ho-Shen; Richett, Michael Enrico; Shih, Chuan; Wang, Q May; Zhang, Bo; US2008/306082; (2008); A1;,
Piperazine – Wikipedia
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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.

In a sealed tube, 2- (2, 8-dimethylimidazo [1 ,2-b]pyridazin-6-yl)-7-fluoro-pyrido [1,2- a]pyrimidin-4-one (Intermediate 2; 50 mg, 0.162 mmol), and cis-2,6-dimethylpiperazine (74 mg, 0.647 mmol, 4.0 eq.) were stirred in DMSO (1.5 mL) at 110C overnight. The solvent wasremoved under high vacuum. The residue was taken up in CH2C12 and washed with an aqueous saturated solution of NaHCO3. The organic layer was separated and dried over Na2504 and concentrated in vacuo. The crude was purified by column chromatography (5i02, CH2C12/MeOH=95/5 to 90/10) to afford the title product (32 mg, 49%) as a light yellow solid. MS m/z 404.4 [M+Hi.

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The product (O from step 1 (190.00 mg, 369.21 muiotaetaomicronIota, 1.5 eq.) was taken in a flask along with DMF as a solvent. (4-(4-methylpiperazin-l-yl)phenyl)methanamine (50.53 mg, 246.14 muiotatauiotaomicronIota, 1 eq.), HOBT (66.52 mg, 492.28 muiotaetaomicronIota, 2 eq.), and DIC (66.70 muIota_, 430.75 muiotatauiotaomicronIota, 1.75 eq.) were added respectively at room temperature and stirred under N2. After 5 hours, the reaction was finished. The solution was quenched with water and then extracted with ethyl acetate. The organic layer was combined and dried with anhydrous MgS04 and concentrated in vacuo. The crude solid was purified through column chromatography using silica gel and dichloromethane: methanol (upto 3%) as an eluent. The product, 17, was a yellow solid with 80% yield. (0277) FT-IR (Neat) : v (cm”1) = 2930, 2849, 1736, 1698, 1693, 1655, 1650, 1632, 1603, 1561, 1537, 1503, 1440, 1380, 1349, 1327, 1239, 1177; 1H-NMR (400 MHz, CDCI3) : delta ppm 7.76 -7.83 (m, 2H), 7.58 – 7.61 (m, 1H), 7.21 – 7.31 (m, 4H), 6.95 – 7.01 (m, 2H), 6.91 (d, J = 8.56 Hz, 2H), 6.71 – 6.77 (m, 2H), 6.32 (br. s., NH), 4.50 (d, J = 5.54 Hz, 2H), 3.90 (s, 3H), 3.17 – 3.26 (m, 8H), 2.98 (s, 3H), 2.56 – 2.62 (m, 4H), 2.34 – 2.38 (m, 3H), 1.58 – 1.73 (m, 6H); 13C-NMR (100 MHz, CDCI3) : delta 166.25, 160.35, 153.25, 152.58 (2C), 150.88, 145.07, 136.15, 131.63, 131.11, 130.06 (2C), 129.31, 129.15, 128.26, 127.36, 125.91, 124.15, 119.52 (2C), 116.16 (2C), 114.38 (2C), 54.94 (2C), 52.12 (2C), 49.13, 48.86, 46.02, 43.67, 37.47, 31.72, 25.46 (2C), 24.25; HRMS-ESI (m/z) : calcd. for C37H43N505S2 = 701.2706, found = 701.2772., 216144-45-5

The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KING’S COLLEGE LONDON; THURSTON, David Edwin; KHONDAKER, Mirazur Rahman; JAMSHIDI, Shirin; NAHAR, Kazi Sharmin; (77 pag.)WO2019/30538; (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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Step 1 3-(R)-Methyl-piperazine-1-carboxylic acid tert-butyl ester Triethylamine (3 g, 4.2 mL, 30 mmol) was added to a solution of (R)-2-methyl piperazine (2 g, 20 mmol) in dichloromethane (40 mL) followed by di-tert-butyl-dicarbonate (4.8 g, 22 mmol). The reaction mixture was stirred at room temperature for 20 h. The mixture was diluted with dichloromethane and washed with saturated aqueous sodium bicarbonate and brine and dried over sodium sulfate. The crude product was purified using a short plug of silica gel using hexane/ethyl acetate (1:1). 1H-NMR (CDCl3) delta: 1.05 (3H, d), 1.45 (9H, s), 2.11 (1H, s), 2.37-2.44 (1H, m), 2.66-2.79 (3H, m), 2.93-2.96 (1H, m), 3.93 (2H, br s). ESI-MS m/z: 201 (M+1)., 75336-86-6

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

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kirin Co., Ltd.; LULY, Jay R.; NAKASATO, Yoshisuke; OHSHIMA, Etsuo; HARRIMAN, Geraldine C.B.; CARSON, Kenneth G.; GHOSH, Shomir; ELDER, Amy M.; MATTIA, Karen M.; (190 pag.)US2016/31908; (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.438049-35-5,N-Boc-3-Ethylpiperazine,as a common compound, the synthetic route is as follows.

(RS) 1-Chlorocarbonyl-2-ethyl-4-tert-butoxycarbonylpiperazine a solution of (RS)4-tert-butoxycarbonyl-2-ethylpiperazine (3.95 g) and pyridine (1.64 ml) in DCM (35 ml) was added dropwise to a stirred solution of triphosgene (2.1 g) in DCM (100 ml) at 0 C. under Ar. The mixture was warmed to room temperature, stirred for 30 min then washed with water (100 ml) and brine (100 ml). The organic solution was dried (sodium sulfate) and concentrated in vacuo. The residue was dissolved in isohexane, filtered and concentrated in vacuo to give the product as a clear oil (3.73 g) which was used without further purification; deltaH (400 MHz, CDCl3) 4.39-3.80 (4H, m), 3.39-2.69 (3H, m), 1.66 (2H, m), 1.47 (9H, s), 0.96 (2.7H, d, J 7 Hz) and 0.89 (0.3H, d, J 7 Hz); GC (150 C. -10 min-320 C.) 83%, 8.72 min. (+/-)4-Difluoromethoxybenzyl-2-ethyl-4-tert-butoxycarbonylpiperazine-1-carboxylate:

438049-35-5, The synthetic route of 438049-35-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
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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,109-07-9

Reference Example 10 Benzyl 3-methylpiperazine-1-carboxylate A 4 g portion of 2-methylpiperazine was dissolved in 40 ml of dichloromethane, and 1.71 g of benzyl chloroformate was added dropwise thereto at -78C. After 1 hour of stirring, the mixture was washed by adding water and dried and then the solvent was evaporated to obtain 2.0 g of the title compound.

As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1122242; (2001); 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.1228780-72-0,1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine,as a common compound, the synthetic route is as follows.

1228780-72-0, To a solution of 1 – ((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro- [1,1′-biphenyl] -2-yl)Methyl) piperazine (1.62 g, 5.08 mmol, 1.12 eq)Compound 7 (1.30 g, 4.54 mmol, 1.0 eq)And dipotassium hydrogen phosphate(2.0 g, 13.0 mmol, 2.8 eq) and reacted at 140 C overnight under nitrogen. The reaction solution was poured into 100 mL of water and EA (40 mL x 3) was extracted. The organic phase was dried over anhydrous sodium sulfate, dried over the column, and the eluent was dried with PE / EA (v / v) = 3/1 The yellow oil was 1.4 g, yield 51.0%.

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sunshine Lake Pharma Co.,Ltd.; Kou, Yuhui; Hu, Bolin; Jiang, Haigang; Ye, Jiuyong; Liu, Zhiqiang; Xie, Hongming; Zhang, Yingjun; (42 pag.)CN106565706; (2017); A;,
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

[2-CHLOROPYRIMIDINE] (1.14 g, 10.0 mmol), 2-methylpiperazine (1.20 g, 12.0 mmol), and triethylamine (1.52 g, 15 mmol) were dissolved in 10 mL of chloroform and the resulting mixture was stirred at room temperature, about [25C,] for 4 hours. The reaction was quenched with water and the resulting mixture was extracted with chloroform. The organic layer was dried, concentrated, and purified using a silica gel column eluted with gradient elution from ethyl acetate to 2/1 ethyl acetate/methanol to provide Compound O as a yellow oil (95% yield). [A] solution of Compound O (178 mg, [1.] 0 mmol), Compound F (219 mg, 1.5 [MMOL),] HOBt (203mg, 1.5 mmol), and DIC (189 mg. [1.] 5 mmol) in 4.5 [ML] dichloromethane (“DCM”) was stirred at room temperature, about [25C,] for 4 hours. After evaporation, the product was purified using a silica gel column eluted with gradient elution from hexane to 1/1 hexane/ethyl acetate to provide 153 mg of Compound AFX [(IIB)] as a slight yellowish solid (50% yield). The structure of Compound AFX [(IIB)] was confirmed [BY’H NMR] and mass spectral [(MS)] analysis. Compound AFX [(IIB)] [:’H] NMR [(CDC13)] 8 8.35 (d, J = 4.7 Hz, 2H), 7.61 (m, 2H), 7.40 [(M,] 3H), 6. [55] (dd, J = 4.7, 4.7 Hz, [1H),] 4.91 [(M,] [0. 6H),] 4. 78 (m, 2H), 4.63 (dt, J = 1.8, 11. [6 HZ,] 0.4H), 4.52 (d, [J = 13. 3 HZ,] 0.4H), 4.33 (d, [J = 13. 3 HZ,] 0.6H), 3.59 [(M,] 0.6H), 3.20 (m, 2.4H), 1.36 (d, J = 6.8 Hz, 1.2H), 1.25 (d, [J =] 6.8 Hz, 1.8H) ; MS [(EL)] : m/z 329 [(M+NA+).]

109-07-9, As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; Euro-Celtique, S.A.; WO2004/29044; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

148546-99-0, 3-(4-Methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-Chloro-3-nitro-benzene (1.0 g, 7 mmol) is mixed with 1-methyl-piperazine (2.0 mL) and the reaction is capped and stirred at 190 C. for 2 hours. After reaction, the excess 1-methyl-piperazine is removed by rotary evaporation to give the crude product as yellow oil. The crude product is purified by silica gel flash column to give 1.2 g of 1-methyl-4-(3-nitro-phenyl)-piperazine (yield 78%). The 1-methyl-4-(3-nitro-phenyl)-piperazine (1.2 g, 5.4 mmol) is dissolved in methanol (50 mL) and Pd/C (5%, 120 mg) is added to the solution. A hydrogen balloon is attached to the flask. The solution is stirred overnight at room temperature. After the reaction is complete, the Pd/C is filtered and the filtrate collected and concentrated by rotary evaporation, to give 3-(4-methyl-piperazin-1-yl)-phenylamine. 2-Fluoro-6-chloro-9-phenyl-9H-purine (50 mg, 0.20 mmol), 3-(4-methyl-piperazin-1-yl)-phenylamine (42 mg, 0.22 mmol) and diisopropylethylamine (35 muL, 0.2 mmol) are mixed in 1-butanol (0.4 mL). The reaction is stirred at 80 C. for 2 hours before adding trans-1,4-cyclohexanediamine (68 mg, 0.6 mmol) and diisopropylethylamine (70 muL, 0.4 mmol). The reaction mixture is stirred at 110 C. overnight. The solvent is removed by rotary evaporation and the crude product is redissolved in DMSO and purified by HPLC to give N2-(4-amino-cyclohexyl)-N6-[3-(4-methyl-piperazin-1-yl)-phenyl]-9-phenyl-9H-purine-2,6-diamine as a white powder; 1H NMR 400 MHz (DMSO-d6) delta 9.12 (s, 1H), 8.16 (s, 1H), 7.78 (d, 2H, J=6.0 Hz), 7.58 (d, 1H, J=7.6 Hz), 7.42 (m, 2H), 7.24 (m, 2H), 7.00 (t, 1H, J=8.0 Hz), 6.48 (m, 2H), 3.53 (s, 1H), 3.25 (m, 4H), 3.01 (t, 4H, J=4.8 Hz), 2.09 (s, 3H), 1.74 (m, 2H), 1.66 (s, 2H), 0.92 (m, 4H), 0.79 (t, 1H, J=7.2 Hz); MS m/z 498.3 (M+1)., 148546-99-0

The synthetic route of 148546-99-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; US2005/124637; (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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

192130-34-0, Method B. (i) In a 100 mL three-neck round-bottom flask was charged 2-chloronicotinic acid 1 (0.3151 g, 2.0 mmol), HOBt (0.4054 g, 3.0 mmol), and EDAC (0.5751 g, 3.0 mmol) were dissolved in CH 2 Cl 2 (10 mL). After stirring for 10 min, 4-(2-aminoethyl)-1-boc-piperazine (0.4586 mL, 2.0 mmol) was added followed by Et 3 N (0.5733 mL, 4.0 mmol) and the reaction mixture stirred at room temperature for 16 h. After completion of the reaction, the solution was washed with water (30 mL), and the product was extracted with CH 2 Cl 2 (3 X 20 mL). The combined organic phases were washed with brine, and dried over anhydrous Na 2 SO 4 , filtered, and concentrated under reduced pressure. The concentrated crude oil tert-butyl 4-(2-(2-chloronicotinamido)ethyl)piperazine-1-carboxylate intermediate was obtained (0.63 g, 1.71 mmol, 86%). The product was used in the next step without further purification. Step (ii) In a 100 mL three neck round bottom flask equipped with a stirring bar and reflux condenser, tert-butyl 4-(2-(2 chloronicotinamido)ethyl)piperazine-1-carboxylate (0.630 g, 1.71 mmol) and 9-ethyl-9H-carbazol-3-amine (0.0361 g, 1.72 mmol) were dissolved in 5 mL of DMSO. To the solution, CuI (0.0651 g, 0.3 mmol) and Cs 2 CO 3 (1.11 g, 3.42 mmol) were added and heated at 90 C for 24 hr. After the reaction was complete (analyzed by TLC), the mixture was allowed to reach room temperature. The mixture was washed with water (30 mL), and extracted with CH 2 Cl 2 (3 X 30 mL). The combined organic phases were washed with brine and dried over anhydrous Na 2 SO 4 , filtered, and concentrated under reduced pressure. The crude oil was purified via column chromatography over silica gel and the product 4b was obtained as a white solid (0.08g, 0.15 mmol, 9%). TLC analysis in CH 2 Cl 2 -MeOH (9:1), R f =0.44. 1 H NMR (400 MHz, CDCl 3 ) delta 1.26 (4H, t, J = 7.1 Hz), 1.42 (3H, t, J = 7.3 Hz), 1.46 (9H, s), 1.65 (3H, s), 2.04 (2H, s), 2.48 (3H, t, J = 4.6 Hz), 2.65 (2H, t, J = 5.9 Hz), 3.47 (4H, t, J = 5.3 Hz), 3.56 (2H, q, J = 5.6 Hz), 4.11 (1H, q, J = 7.1 Hz), 4.34 (2H, q, J = 7.6 Hz) 6.64(1H, q, J = 4.8 Hz), 7.19 (1H, t, J = 6.3 Hz), 7.26 (1H, s,), 7.35 (1H, d, J = 4.3 Hz), 7.39 (1H, d, J = 3.8 Hz), 7.43 (1H, t, J = 7.6 Hz), 7.65 (1H, d, J = 1.8 Hz), 7.67 (1H, t, J = 2.3 Hz), 7.69 (1H, d, J = 2.0 Hz), 8.08 (1H, d, 7.6 Hz), 8.31 (1H, d, J = 1.5 Hz), 8.32 (1H, d, J = 1.8 Hz), 8.33 (1H, d, J = 2.0 Hz), 10.40 (1H, s); 13 C NMR (100 MHz, CDCl 3 ) delta 13.8, 37.5, 42.2, 44.8, 45.5, 66.6, 108.3, 112.8, 115.3, 118.3, 120.5, 120.7, 122.8, 123.2, 125.4, 131.6, 132.8, 136.5, 132.0, 140.3, 147.6, 167.8. GC-MS m/z (rel%): [M] 542 (0.01), [M-C 17 H 19 N 3 O] 281 (67.5), [M-C 12 H 23 N 3 O 3 ] 257 (2.6), [M-C 11 H 17 N 3 O] 207 (100).

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

Reference£º
Article; Vlaar, Cornelis P.; Castillo-Pichardo, Linette; Medina, Julia I.; Marrero-Serra, Cathyria M.; Velez, Ericka; Ramos, Zulma; Hernandez, Eliud; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 884 – 890;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics