Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

4-(Thiophen-2-yl)butanoic acid (0.05 ml, 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 80% yield. H NMR (300 MHz, CDCI3) ? 7.49 (d, 2H), 7.12 (dd, 1 H), 6.90-6.94 (m, 3H), 6.80-6.82 (m, 1 H), 3.76 (t, 2H), 3.56 (t, 2H), 3.24 (t, 4H), 2.91 (t, 2H), 2.38 (t, 2H), 2.0-2.1 1 (m, 2H). MS (+ESI) calcd for C18 H21 F3 N2 O S m/z: [M + H]+, 382.1329; found 383.1399 [Diff(ppm) = 0.61]., 30459-17-7

The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference£º
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
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118753-66-5,tert-Butyl 4-aminopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-aminopiperazine-l-carboxylate (0.200 g, 0.99 mmol, 1.0 equiv) in DMF (05 mL) was added HATU (0.753 g, 1.98 mmol, 2.0 equiv) at RT and stirred for 10 minutes. Then 2-(4-chloro-3-fluorophenoxy)acetic acid (0.201 g, 0.99 mmol, 1.0 equiv) was added followed by the addition of DIPEA (0.6 mL, 2.97 mmol, 3.0 equiv). The resulting reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. The reaction mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL * 2). The combined organic layer was washed with water (30mL), brine solution (30 mL x 2), dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain tert-butyl 4-(2-(4-chloro-3-fluorophenoxy)acetamido)piperazine-l -carboxylate (0.150 g, 38 % Yield) as a semi solid. LCMS 388 2 | M H | ; NMR (400MHz, DMSO-de) d 7.57 – 7.36 (m, 1 H), 7.11 – 6.94 (m, 1 H), 6.92 – 6.69 ( m. 1 H), 5.76 (s, 1 H), 5.04 – 4.79 (m, 1 ). 4.48 (s, 1 H), 3.85 (br s, 1 H), 2.92 (br. s., 2 H), 2.70 (d, J= 11.8 Hz, 2 H), 1 40 (s, 9 H)., 118753-66-5

The synthetic route of 118753-66-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1030377-21-9,(S)-1-Boc-2-(Hydroxymethyl)piperazine,as a common compound, the synthetic route is as follows.

a) To a solution of (R)-N-(l-(2,4-dichlorophenyl)ethyl)-5-fluoro-2-nitroaniline (prepared from Example 14 step a, 1.6 g, 4.9 mmol) and (5)-2-(hydroxymethyl)piperazine-l- carboxylic acid ?-butyl ester (0.99 g, 4.9 mmol) in anhydrous DMSO (10 mL) was added K2CO3 (1.88 g, 14.6 mmol). The reaction mixture was heated with stirring at 125 C for 2 h. After cooling to room temperature, the mixture was diluted with deionized water (10 mL) and stirred for 30 min. The aqueous layer was extracted with dichloromethane. The organic layer was dried (MgS04), filtered, and concentrated in vacuo. The crude oil was dried under vacuum to give the desired compound (1.9 g, 3.5 mmol, 73%).

1030377-21-9, 1030377-21-9 (S)-1-Boc-2-(Hydroxymethyl)piperazine 22884145, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHEMOCENTRYX, INC.; LELETI, Manmohan Reddy; LI, Yandong; MALI, Venkat Reddy; POWERS, Jay; YANG, Ju; WO2013/82429; (2013); A1;,
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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.

1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate (500 mg, 2.05 mmol), (4-fluorophenyl)boronic acid (575 mg, 4.11 mmol), copper(II) acetate (372 mg, 2.05 mmol) and pyridine (0.33 ml, 4.09 mmol) were suspended in anhydrous DCM (10 ml) with 4A molecular sieves (500 mg). The mixture was stirred for 16 hours at ambient temperature, then for 5 hours at 35 C. Air was bubbled through the mixture for 10 min, then it was stirred for 18 hours at ambient temperature. Air was bubbled through the mixture for 10 min, then it was stirred at 35 C. for 6 hours and at ambient temperature for 72 hours. Additional (4-fluorophenyl)boronic acid (286 mg, 2.05 mmol) was added and the reaction was stirred for 4 hours at 35 C. The reaction was cooled to ambient temperature and filtered through celite. The filtrate was partitioned with sat. aq. NaHCO3 (20 ml). The organic layer was separated and the aqueous extracted with DCM (2¡Á20 ml). The organics were combined and concentrated in vacuo to give a green oil. The oil was purified via flash column chromatography using a gradient of 0-50% EtOAc in heptane. The product containing fractions were combined and concentrated in vacuo to afford the title compound as a yellow oil (213 mg, 26%). 1H NMR (250 MHz, Chloroform-d) delta 7.01-6.90 (m, 2H), 6.87-6.78 (m, 2H), 4.47 (d, J=13.4 Hz, 1H), 4.32-4.22 (m, 1H), 4.09 (s, 1H), 3.63 (s, 3H), 3.59-3.46 (m, 1H), 3.37 (dd, J=13.3, 4.2 Hz, 1H), 3.28-3.00 (m, 2H), 1.46 (s, 9H). LCMS Method 3-Tr=1.90 min, (ES+) (M+H+) 339.2.

129799-08-2, As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 10 :; 4- (4-Amino-2-fluoro-phenyl)-piperazine-l-carboxylic acid tert-butyl ester:; To a solution of 4-(2-fluoro-4-nitro-phenyl)-piperazine-1-carboxylic acid tert- butyl ester (9.00 grams, 27.7 mmol), obtained in preparation 7, in methanol and THF (4: 1,140 mL) was added ammonium formate (6.98 grams, 111 mmol) followed by the addition of 10% Pd-C (1.47 grams, 13.8 mmol) and stirred at 25-35 C for 5 hours. The reaction mixture was filtered through a pad of celite and washed thoroughly with methanol. Removal of volatiles left a pasty mass, which was diluted with water and extracted with ethyl acetate (150 mL x 3). The combined organic layer was washed with water followed by brine and dried over sodium sulfate. Evaporation of solvent produced the title amine (7.75 grams, 95%). ‘H NMR (CDC13) : 8 6.78 (t, J= 9.1 Hz, 1H), 6.47-6. 38 (m, 2H), 3.57 (t, J= 4.8 Hz, 4H), 2.90 (t, J= 4.8 Hz, 4H), 1. 48 (s, 9H), IR (KBr, cm-1) : 3451,3347, 1681. CI-MS (m/z) : 296 (M++1), 282,240, 196.153, 106,96.

154590-34-8, The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; WO2005/82892; (2005); 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.,122833-04-9

10208] Step 1. To a mixture of 2-methoxy-4-(4-methylpip- erazin-1-yl)aniline (Combi-l3locks mc, Cat: SS-3744; 342 mg, 1.55 mmol) and tert-butyl (3-(2-(methylsulfinyl)-7-ox- opyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate (52) (521 mg, 1.30 mmol)intert-butanol(lOmL, 105 mmol) was added DIEA (0.57 mE, 3.25 mmol). The reactionmixture was heated at 800 C. in an oil bath for 21 h. The resulting brown suspension was concentrated under reduced pressure and the crude solid was suspended in Et20 (ca. 20 mE) and filtered affording the crude material of tert-butyl (3-(2-((2-methoxy- 4-(4-methylpiperazin-1 -yl)phenyl)amino)-7-oxopyrido[2,3- d]pyrimidin-8(7H)-yl)phenyl)carbamate (la) as a green solid. mlz (ESI, +ve ion) 558.0 (M+H). ?H NMR (400 MHz, DMSO-d5) oe ppm 9.57 (1H, s), 8.73 (1H, s), 8.14 (1H, s), 7.89 (1H, d, J9.4 Hz), 7.57 (1H, d, J8.4 Hz), 7.42 (3H, t, J8.0Hz), 7.28 (1H, d, J8.8 Hz), 6.87 (1H, d, J8.6 Hz), 6.53 (1H, d, J2.3 Hz), 6.43 (1H, d, J9.4 Hz), 6.05 (1H, br. s.), 3.73- 3.82 (3H, m), 3.06 (4H, br. s.), 2.36-2.47 (4H, 2.15-2.26 (3H, s), 1.45 (9H, s).

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; TASKER, Andrew; WURZ, Ryan; PETTUS, Liping H.; HERBERICH, Bradley J.; US2014/249131; (2014); 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.142-64-3,Piperazine Dihydrochloride,as a common compound, the synthetic route is as follows.

3 mmol of piperazine dihydrochloride hydrate was added of 10 mL of CH3CN, TEA (6 mmol) and 2-chloro-3-nitropyridine (1 mmol). After 2 h, at reflux, the mixture was evaporated under reduced pressure and the residue was treated with H2O (5mL) and ethylacetate (5 mL). The aqueous phase was separated and extracted twice with ethylacetate (2¡Á5 mL). The combined organic phases were dried on Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by silica gel column chromatography, using dichloromethane/methanol (9:1) as eluent. Yield 62%, as yellow solid. 1H NMR (DMSO-d6): 8.44 (dd, 1H, J=4.5 Hz, J=1.6 Hz), 8.29 (dd, 1H, J=8.1 Hz, J=1.6 Hz), 6.94 (dd, 1H, J=8.1 Hz, J=4.5 Hz), 3.56 (m, 4H), 2.80 (m, 4H)., 142-64-3

The synthetic route of 142-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Moraca, Francesca; De Vita, Daniela; Pandolfi, Fabiana; Di Santo, Roberto; Costi, Roberta; Cirilli, Roberto; D’Auria, Felicia Diodata; Panella, Simona; Palamara, Anna Teresa; Simonetti, Giovanna; Botta, Maurizio; Scipione, Luigi; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 665 – 673;,
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109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 3-(4-methylpiperazin-1-yl)-propan-1-ol: 1-Methylpiperazine (6.99 mL, 63 mol) was dissolved in toluene (30 mL). 3-Bromopropanol (2.62 mL, 30 mmol) was added slowly and the mixture was stirred overnight at r.t. After heating to 80 C. for 2 h and cooling to r.t., the mixture was filtered and the filter cake was thoroughly washed with toluene. After removal of the solvent, the residue was subjected to Kugelrohr distillation (b.p., 180 C./2 mbar) to obtain a colourless oil (4.08 g, 25.8 mmol, 86%). LC/ESI-MS: m/z=159 [M+H]., 109-01-3

As the paragraph descriping shows that 109-01-3 is playing an increasingly important role.

Reference£º
Patent; 4SC AG; US2007/21446; (2007); 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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of l-fluoro-4-nitrobenzene (4.23 g, 30 mmol, 1.0 eq.) in DMSO (40 mL) was added TEA (9.1 g, 90 mmol, 3.0 eq.) followed by 2-(piperazin-l-yl)ethanol (3.9 g, 30 mmol, 1.0 eq.) and the mixture was stirred at 90 C overnight. The mixture was poured into ice-water (400 mL), filtered and dried in vacum to afford 2-(4-(4-nitrophenyl)piperazin- l-yl)ethanol as a yellow solid (7.2 g, 95.6%)., 103-76-4

As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference£º
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-Liang; WO2015/27222; (2015); A2;,
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115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5 (0.16g, 0.77mmol), H2O (0.4ml) and AcOH (1.6ml) was mixed with the 84 (0.22g, 1.00mmol) and then refluxed for overnight. The reaction was quenched by saturated NaHCO3 (aq.) and the mixture was extracted by ethyl acetate (30ml x 3). The residue was purified by flash column over silica gel (dichloromethane: methanol = 9: 1, Rf = 0.35) to afford 88 (0.22g, 73.54%) as a pale yellow solid. 1H-NMR (500MHz, CDCl3): 5 1.16 (t, J= 7.5 Hz, 3H), 2.52 (q, J= 7.5 Hz, 2H), 2.66 (t, J= 5.0 Hz, 4H), 2.88 (d, J= 5.0 Hz, 3H), 3.25 (t, J= 5.0 Hz, 4H), 4.84 (s, 1H), 5.51 (s, 1H), 6.51 (s, 1H), 6.95 (d, J= 8.5 Hz, 2H), 7.23 (d, J= 8.5 Hz, 2H), 7.42-7.43 (m, 3H), 8.31-8.33 (m, 2H).

115619-01-7, As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Patent; TAIPEI MEDICAL UNIVERSITY; YEN, Yun; LIOU, Jing-Ping; CHEN, Chun-Han; (70 pag.)WO2017/15400; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics