Category: 5464-12-0

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of sodium hydride (13.4 mg, 0.3 mmol) in tetrahydrofuran (5.0 mL) was added 2-(4-methylpiperazin-1-yl)ethanol (43.9 mg, 0.3 mmol) at 0¡ã C. The reaction mixture was stirred at room temperature for 30 min. A solution of 4,6-dichloropyrimidin-2-amine (50 mg, 0.3 mmol) in dimethylformamide (0.5 mL) was added to the reaction mixture at 0¡ã C. The resulting reaction mixture was stirred at room temperature for 3 h. After completion, the reaction mixture was concentrated under reduced pressure. The residue obtained was washed with diethyl ether to afford compound 1 (20 mg, 24percent) as a brown solid. 1H NMR (400 MHz, DMSO-d6): delta 2.11 (s, 3H), 2.26 (br s, 4H), 2.41 (br s, 4H), 2.58-2.61 (t, J=5.8 Hz, 2H), 4.29-4.32 (t, J=5.9 Hz, 2H), 6.06 (d, J=3.1 Hz, 1H), 6.99 (br s, 2H). MS m/z (M+H): 272.1., 5464-12-0

Big data shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

DIAD (0.14 mL) was added dropwise to a solution of 25 (200.0 mg), 2-(4- methylpiperazin-l-yl)ethanol (0.103 mL) and PPh3 (188.8 mg) in THF (2 mL) at 0 ¡ãC. The solution was stirred at room temperature for 24 h. The solvent was evaporated and the residue was diluted in AcOEt (30 mL) and washed with H20 (3×30 mL). The organic layer was dried over Na2SC”4, filtered and evaporated. Purification by flash chromatography (AcOE MeOH 7:3) gave a white solid (38.0 mg).1H NMR (CDC13, 300 MHz) delta 7.95-7.92 (m, 2H), 7.82 (s, 1H), 7.46 (d, 1H, J= 9.0 Hz), 7.28-7.25 (m, 1H), 6.60-6.55 (m, 2H), 4.15 (t, 2H, J= 5.4 Hz), 4.08 (q, 2H, J= 6.9 Hz), 2.76 (t, 2H, J= 5.4 Hz), 2.53 (s, 4H), 2.33 (s, 4H), 2.21 (s, 3H), 1.37 (t, 3H, J= 6.9 Hz)., 5464-12-0

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; FRANCIS, Yitshak; FA, Mauro; ARANCIO, Ottavio; FIORITO, Jole; DENG, Shixian; LANDRY, Donald, W.; LUZAC, Michal; FENG, Yan; WO2012/88420; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5464-12-0, A suspension of 60percent Sodium hydride in mineral oil (131.3 mg, 3.28 mmol) was washed with anhydrous hexane (5 mL) and suspended in anhydrous DMF (5 mL). l-(2- Hydroxyethyl)-4-methylpiperizine (473.6 mg, 3.28 mmol) was dissolved in DMF (5 mL) and added slowly to the above suspension at room temperature. The reaction mixture was stirred for 1 h at room temperature. Compound 99 (397 mg, 0.831 mmol) in DMF (5 mL) was slowly added to the reaction mixture. The reaction mixture was stirred for 3 h at room temperature. Ice water (25 mL) was added and the suspension was extracted with chloroform (2 x 100 mL). The solvent was removed under vacuum. After silica gel column chromatography (chloroform: methanol (9:1)), the resulting compound was dissolved in acetone (5 mL) and acidic solution (10 mL, acetone: 3N HCl (3:1)) was added. The reaction was stirred for 1 h at room temperature. The solvent was removed under vacuum and the pH was adjusted to 10 with concentrated ammonium hydroxide solution and extracted with chloroform (2 x 50 mL). The solvent was removed under vacuum. After silica gel column chromatography (methanol: cone, ammonium hydroxide (20:1)), the resulting compound was purified on alumina (dichloromethane: methanol (25:1)) to yield (CDD-0356) compound 113 (146 mg, 34.33percent) as a colorless oil. The free base CDD-0356 (113) was treated with fumaric acid in ethanol to yield the difumarate salt CDD-0356 (114) (130 mg) as white solid. CDD-0356F; 1H NMR (D2O): delta 1.49-1.67 (6H, m), 1.85-2.0 (4H, m), 2.26-2.32 (IH, m), 2.72 (3H, s), 2.76-3.6 (28H, m), 3.74-3.82 (IH, m), 4.26-4.34 (2H, m), 6.46 (4H, s).13C NMR (D2O/CD3OD): delta 19.05, 23.70, 24.22, 29.20, 29.61, 29.63, 29.7, 34.91, 34.93, 43.82(m), 47.3, 47.55, 50.1, 50.47 (m), 52.38 (m), 56.83, 56.85, 66.22 (m), 67.93, 67.97, 68.36, 68.37, 68.44, 68.48, 68.73, 68.74, 68.96, 135.73, 151.26, 163.31, 172.40. Anal: [C33H55N5Oi3S] C, H, N.

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF TOLEDO; WO2009/152392; (2009); 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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.,5464-12-0

Example 412-(4-Methylpiperazin-1-yl)ethyl 4-(4-fluorophenyl)piperazine-1-carboxylate 2-(4-Methyl-piperazin-1-yl)-ethanol (1.44 g, 10 mmol) was dissolved in anhydrous THF (50 mL) and the reaction mixture was cooled to 0¡ã C. NaH (60percent dispersion in oil; 0.40 g, 10 mmol) was added and stirred for 10 minutes and then 4-(4-fluorophenyl)-piperazine-1-carboxylic acid 4-nitrophenyl ester (3.45 g, 10 mmol) was added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was cautiously quenched by the dropwise addition of a water (1 mL)/THF (10 mL) mixture. The THF was removed in vacuo and the residue was suspended between sat aq Na2CO3 solution (50 mL) and EtOAc (200 mL). The organic layer was washed with sat aq Na2CO3 solution (5.x.50 mL), dried (MgSO4) and the solvent removed in vacuo.The residue was initially purified by reverse phase column chromatography (LiChroprep RP-18, 40-63 mum, 460.x.26 mm (10g), 30 mL/min, gradient 0percent to 60percent (over 60 min) MeOH in water). Further purification by reverse phase column chromatography in two batches (LiChroprep RP-18, 40-63 mum, 460.x.26 mm (100 g),30 mL/min, gradient 0percent to 20percent (over 70 min) to 100percent (over 5 min) MeOH in water with 1percent formic acid) gave pure 2-(4-methylpiperazin-1-yl)ethyl 4-(4-fluorophenyl)piperazine-1-carboxylate formate. The formic acid was removed using K2CO3 in DCM and then dried in a vacuum oven overnight to give 2-(4-methylpiperazin-1-yl)ethyl 4-(4-fluorophenyl)piperazine-1-carboxylate (0.60 g, 17percent) as a colourless gum.Analytical HPLC: purity 99.5percent (System A, RT=3.70 min); Analytical LCMS: purity 100percent (System A, RT=4.08 min), ES+: 351.1 [MH]+; HRMS calcd for C18H27FN4O2: 350.2118, found 350.2133.

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Biovitrum AB; US2009/281087; (2009); 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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

5464-12-0, 10.0 g 2-chloro-3-methyl-4-(4,4, 5, 5-tetramethyl-l, 3,2-dioxaborolan-2-yl)phenol (from Step K) (37.2 mmol), 8.7 g 2-(4-methylpiperazin-l-yl)ethanol (60.3 mmol) and 15.8 g PPh3 (60.3 mmol) were dissolved in 100 mL dry toluene and then 27 mL diethyl azodicarboxylate (60.3 mmol, 40 percent solution in toluene) was added dropwise. The mixture was stirred at 50 ¡ãC under argon for 1.5 hours. The volatiles were evaporated under reduced pressure and 100 mL Et20 was added. The precipitated white crystals were filtered off and washed with Et20. The filtrate was concentrated under reduced pressure and purified via flash chromatography using CHC13 and MeOH as eluents. The resulting light brown oil was crystallized from hexane to give l-[2-[2-chloro-3-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenoxy]ethyl]-4-methyl-piperazine as an off-white solid. 1H NMR (500 MHz, DMSO-d6): 7.56 (d, 1H), 6.99 (d, 1H), 4.15 (t, 2H), 2.72 (t, 2H), 2.51 (s, 3H), 2.50 (br s, 4H), 2.29 (br s, 4H), 2.13 (s, 3H), 1.29 (s, 12H)

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; SZLAVIK, Zoltan; PACZAL, Attila; BALINT, Balazs; KOTSCHY, Andras; CHANRION, Maia; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; SIPOS, Szabolcs; PROSZENYAK, Agnes; (102 pag.)WO2016/207216; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1- (2-Hydroxyethyl) -4-methylpiperazine (199 mg, 1.38 mmol) , dicyclohexylcarbodiimide (310 mg, 1.50 mmol) and 4-dimethylaminopyridine (168 mg, 1.38 mmol) were added to a DMF solution (10 ml) of 3- [5-fluoro-3- (4- methoxyphenyl) -4-oxo-8-propoxy-4H-quinolin-l-yl] propionic acid (500 mg, 1.25 piunol) and stirred overnight at room temperature. Water was added to the reaction mixture, the mixture was extracted with dichloromethane and washed with water and then dried over anhydrous sodium sulfate. The dried product was concentrated under reduced pressure, and the resulting residue was purified using silica gel column chromatography (ethyl acetate –> dichloromethane : methanol = 10 : 1) . The residue was dissolved in ethyl acetate and a 4N hydrogen chloride ethylacetate solution was added thereto and stirred. The mixture was concentrated to dryness under reduced pressure, giving a pale yellow powder of 2-(4-methyl piperazin-1-yl) ethyl 3- [5-fluoro-3- (4-methoxyphenyl) -4-oxo-8-propoxy-4H-quinolin~ 1-yl] propionate dihydrochloride (110 mg, yield: 17percent) . Melting point: 150-1520C1H-NMR (DMSOd6) deltappm: 0.99-1.05 (3H, t, J=7.4 Hz), 1.69- 1.88 (2H, m) , 2.78 (3H, s) , 2.87-3.04 (2H, m) , 3.10-3.60 (1OH, m) , 3.77 (3H, s) , 4.01-4.11 (2H, t, J=6.8 Hz), 4.27- 4.44 (2H, m) , 4.67-4.94 (2H, m) , 6.76-7.09 (3H, m) , 7.16- 7.33 (IH, m) , 7.58-7.63 (2H, d, J=8.8 Hz), 8.07 (IH, s) .

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; OTSUBO, Kenji; YAMAUCHI, Takahito; OCHI, Yuji; WO2010/64735; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

1-(2-(4-bromo-3-fluorophenoxy)ethyl)-4-methylpiperazine: A flask was charged with 4-bromo-3-fluorophenol (5.00 g, 26 mmol) and triphenylphosphine (10.30 g, 39 mmol). Methylene chloride (120 mL) was added followed by 2-(4-methylpiperazin-1-yl)ethanol (4.61 g, 32 mmol) and the solution was stirred on an ice water bath to cool. After 5 minutes, diisopropyl azodicarboxylate (7.6 ml, 39.1 mmol) was added over 6 to 8 minutes. The reaction was left stirring on the cold bath to slowly warm to room temperature overnight. The reaction was concentrated and the residue purified by flash chromatography (25percent to 100percent EtOAc in hexanes) to provide the product as a colorless oil (2.62 g, 33percent).

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Hangauer, David G.; US2006/160800; (2006); 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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

5464-12-0, A one dram vial was charged with solid potassium tert-butoxide (54 mg, 0.48 mmol), 2-(4-methylpiperazin-l-yl)ethanol (0.075 g, 0.52 mmol), and tert-butanol (0.3 mL, 3.4 mmol). The mixture was stirred at ambient temperature for 30 minutes. N-(3-cyclopropyl-l-((l-methyl-2-oxo-l,2-dihydropyridin-3- yl)methyl)-lH-indazol-4-yl)-7-fluoroimidazo[l,2-a]pyridine-3-carboxamide (0.032 g, 0.070 mmol) was added in one portion. The mixture was heated at 88 ¡ãC with stirring for 16 hours. The mixture was cooled to ambient temperature and diluted with water until a precipitate formed. The precipitate was isolated by filtration and dried under high vacuum. Purification using silica preparative thin layer chromatography plate (20 x 20 cm, 0.5 mm) developed in a chamber with 10percent methanol/dichloromethane with 0.6percent concentrated ammonium hydroxide gave the product. MS (APCI), positive scan, m/z = 581.2 (M+).

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

4-Nitrophenyl chloroformate (9.85 g, 49 mmol) was dissolved in DCM (200 mL), and cooled to 0¡ã C. 2-(4-methylpiperazin-1-yl)ethanol from the previous step (7.2 g, 50 mmol) and NMM (6 mL) were added, and the reaction mixture allowed to warm gradually to room temperature over 16 hours. The reaction mixture was washed with 1M aq Na2CO3 solution. The organic phase was dried (MgSO4), filtered and concentrated in vacuo to give 2-(4-methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate (10.7 g, 71percent) as a yellow oil which solidified on standing.Analytical LCMS: purity 80percent (System B, RT=1.70 min), ES+: 310.4 [MH]+.

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Biovitrum AB; US2009/203695; (2009); 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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

4-chloro-3-(3-fluorophenyl)-1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-pyrazolo[3,4-c]pyridazine (Compound 8) A mixture of 4-chloro-3-(3-fluorophenyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazine (0.33 mmol), 2-(4-methylpiperazin-1-yl)ethanol (0.65 mmol), diethyl azodicarboxylate (114 mg, 0.65 mmol) and triphenyl phosphine (171 mg, 0.65 mmol) in 1,4-dioxane (2 mL) was heated using microwave irradiation to a temperature between 85 and 120¡ã C. for a 30 to 90 min period. The reaction mixture was concentrated in vacuo and the residue was purified by preparative HPLC to provide Compound 8. 1H NMR delta (ppm)(CHCl3-d): 7.81-7.77 (2H, m), 7.57-7.44 (6H, m), 7.20-7.18 (1H, m), 4.95 (2H, t), 3.07 (2H, t), 2.65 (4H, bs), 2.35 (4H, bs), 2.25 (3H, s). LCMS (10 cm_Formic_ACE 3 C18 AR_HPLC_CH3CN) Rt 9.93 min; m/z 451 [M+H] 99.18percent purity., 5464-12-0

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Usher III Initiative; Buerli, Roland Werner; Krishna Esmieu, William Rameshchandra; Lock, Christopher James; Malagu, Karine Fabienne; Owens, Andrew Pate; Harte, William E.; US2014/121205; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics