109384-27-2 | Page 4 of 4 | Heterocyclic Building Blocks-piperazine

Simple exploration of 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(ira^-4-(3-Chloropyrazin-2-yloxy)cyclohexyl)benzo[JJthiazol-2-amine (0.080 g, 0.22 mmol), 1 -methylpiperazin-2-one hydrochloride (0.10 g, 0.67 mmol), and triethylamine (0.093 mL, 0.67 mmol) were mixed in DMSO (2 mL) under an argon atmosphere. The reaction mixture was stirred at 80 C for 24 h. The reaction mixture was then warmed to 120 C and stirred for an additional 72 h. The reaction mixture was cooled to T, diluted with water, and extracted with EtOAc (2x). The organic extracts were combined, washed with saturated sodium chloride, dried over magnesium sulfate, filtered, and concentrated. The resulting crude product was purified via silica gel chromatography to give 4-(3-(ira?s-4-(benzo[J]thiazol-2- ylamino)cyclohexyloxy)pyrazin-2-yl)-l-methylpiperazin-2-one as a light orange solid. [M+l] 439.2. ICso (uM): 0.5369., 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 109384-27-2

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Reference Example 46] 1-Methylpiperazin-2-one [Show Image] An aqueous 1 N sodium hydroxide solution was added to a suspension of 1-methylpiperazin-2-one hydrochloride (19.6 g) of Reference Example 21-(3) in dichloromethane, and the resultant mixture was partitioned. Further, sodium chloride was added to the aqueous layer to saturate the layer, and then the aqueous layer was extracted with dichloromethane. The organic layers were combined and dried over anhydrous sodium sulfate. After separation by filtration, the solvent was evaporated under reduced pressure, and the title compound (5.90 g) was obtained as an oily product. ESI-MSm/z: 115(M+H)+.

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1785418; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 109384-27-2

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

A mixture of Example 18B (0.179 g, 1.0 mmol), l-methylpiperazin-2-one, hydrochloric acid (0.301 g, 2 mmol), and triethylamine (0.405 g. 4.0 mmol) in ethanol (10 mL) was heated under reflux for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel eluting with 1-5 % methanol in ethyl acetate to afford 0.21 g (82%) of the title compound.

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; HUBBARD, Robert Dale; MCDANIEL, Keith F.; PARK, Chang Hoon; PRATT, John K.; SOLTWEDEL, Todd; SUN, Chaohong; WANG, Le; WENDT, Michael D; WO2013/185284; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 109384-27-2

109384-27-2, As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 51A 6-chloro-2-methyl-5-(4-methyl-3-oxopiperazin-1-yl)pyridazin-3(2H)-one [0791] A mixture of Example 18B (0.179 g, 1.0 mmol), 1-methylpiperazin-2-one, hydrochloric acid (0.301 g, 2 mmol), and triethylamine (0.405 g 4.0 mmol) in ethanol (10 mL) was heated under reflux for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel eluting with 1-5% methanol in ethyl acetate to afford 0.21 g (82%) of the title compound.

109384-27-2, As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference£º
Patent; HUBBARD, Robert D.; WANG, Le; PARK, Chang H.; SUN, Chaohong; McDANIEL, Keith F.; PRATT, John K.; SOLTWEDEL, Todd N.; WENDT, Michael D.; HOLMS, John H.; LIU, Dachun; SHEPPARD, George S.; US2013/331382; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 109384-27-2

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromo-2-fluoropyridine (0.100 mL, 0.972 mmol) in N,N-dimethylformamide (4.0 mL) was added triethylamine (0.284 mL, 2.04 mmol) and 1-methylpiperazin-2-one hydrochloride (0.161 g, 1.07 mmol). The resulting mixture was heated at 100 C. for 12 h then cooled to room temperature, diluted with DCM, washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on a silica gel column eluting with 0 to 100% EtoAc/Hexanes to give the desired product. LC-MS calculated for C10H13BrN3O (M+H)+: m/z=270.0. found 270.0., 109384-27-2

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference£º
Patent; Incyte Corporation; Wu, Liangxing; Courter, Joel R.; He, Chunhong; Li, Jingwei; Lu, Liang; Sun, Yaping; Wang, Xiaozhao; Yao, Wenqing; Zhang, Colin; Zhuo, Jincong; (87 pag.)US2016/9720; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

109384-27-2, To a mixture of 6-chloro-3-nitro-2-picoline (500 mg, 2.84 mmol) and 1-methyl-piperazin-2-one hydrochloride (535 mg, 3.55 mmol) in dioxane (15 ml) were added Cs2CO3 (1215 mg, 3.69 mmol) and xantphos (25.4 mg, 0.043 mmol). The mixture was degassed with Argon for 5 min, then Pd(OAc)2 (6.37 mg, 0.028 mmol) was added. The light brown suspension was heated up to 1 100C and stirred for 18h. The reaction mixture was concentrated then diluted in EtOAc/NaHCO3 aq. sat. soP. The aqueous layer was extracted twice with EtOAc. The combined organics were washed with brine, dried (Na2SO4) and after filtration, the solvent was removed under reduced pressure and the crude product was dried under high vacuum (500C). Purification was done by chromatography on silica gel (eluting with DCM / MeOH; 99/1 then 98/2) to obtain the title compound as a pink solid (347mg). (HPLC: tR 5.319 min (Method B); M+H = 251.2 MS-ES)

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic; WO2010/139747; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of I -((2S,3R,4R)-6-bromo-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylam ino)-3,4-dihydroquinolin-I(2H)-yl)ethanone (for a preparation see Intermediate 371, 165 mg, 0.411 mmol), I30 methylpiperazin-2-one, hydrochloride (124 mg, 0.822 mmol), DavePhos (16.18 mg, 0.041 mmol),Pd2(dba)3 (18.83 mg, 0.021 mmol) and sodium tert-butoxide (158 mg, 1.645 mmol) in 1,4-dioxane (5mL) was stirred under nitrogen at 90 C for 16 h. The reaction mixture was allowed to cool to rt, filtered through celite and rinsed with ethyl acetate. The solvent was evaporated in vacuo and the remaining mixture was dissolved in I ,4-dioxane (5 mL). 1-methylpiperazin-2-one, hydrochloride (124 mg, 0.822 mmol), DavePhos (16.18 mg, 0.041 mmol), Pd2(dba)3 (18.83 mg, 0.021 mmol) and sodium tert-butoxide (158 mg, 1.645 mmol) were added and the reaction was heated under nitrogenat 90 C for a further 16 h. The reaction mixture was allowed to cool to rt, filtered through celite and rinsed with ethyl acetate. The solvent was evaporated in vacuo and the crude was re-dissolved in DCM. This solution was applied to a 50g silica cartridge and purified over a gradient of 0-50% ethyl acetate in cyclohexane over 12 CVs. The appropriate fractions were combined and concentrated in vacuo to give the product (34 mg, 0.078 mmol, 19%).LCMS (2 mm Formic): Rt = 0.72 mi [MH] = 435., 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 109384-27-2

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of ethyl 2-(4-methyl-3-oxopiperazin-l-yl)-2- phenylacetate (150). DIPEA (0.52 ml, 2.96 mmol) and l -methylpiperazin-2-one hydrochloride (0.22 g, 1.48 mmol) were sequentially added to a solution of ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) in acetonitrile (4 ml). The reaction was stirred at room temperature for 1.5 hours. DIPEA (0.13 ml, 0.74 mmol) was added again and the reaction was stirred at room temperature overnight. The solvent was evaporated and the crude was purified by flash chromatography (DCM/Acetone = 9/1) to obtain ethyl 2-(4-methyl-3-oxopiperazin- l-yl)-2-phenylacetate (256 mg, 75 % yield) as a yellow oil. 1H NMR (300 MHz, DMSO-d6) ppm 6.91 – 7.66 (m, 5 H), 4.28 (s, 1 H), 3.99 – 4.22 (m, 2 H), 3.23 (t, 2 H), 3.00 (s, 2 H), 2.80 (s, 3 H), 2.61 – 2.71 (m, 2 H), 1.14 (t, 3 H).

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference£º
Patent; CHIESI FARMACEUTICI S.P.A.; AMARI, Gabriele; PESENTI, Cristina; BOSSOLO, Stefano; WO2013/98145; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 109384-27-2

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 39; Synthesis of provide 4-(5-(7-methoxy-6-(2-methoxyethoxy)cinnolin-4-yl)pyridin-2-y I)-I- methylpiperazin-2-one; [00304] In a microwave vial is placed 4-(6-fluoropyridin-3-yl)-6,7-dimethoxycinnoline(0.229 mmol) in 2 ml DMSO. l-Methylrhoiperazin-2-one hydrochloride (0.3626 g, 2.29 mmol) and potassium carbonate (0.147 ml, 2.40 mmol) is added and the temperature is brought to 90 0C to stir overnight. The reaction solution is allowed to cool to room temperature. The solution is moved to a separatory funnel and deionized water and ethyl acetate are added. The aqueous layer is extracted with ethyl acetate. The combined organic layers are washed with water, brine, dried with MgSO4, filtered, and concentrated. The crude product is adsorbed onto a plug of silica gel and chromatographed.

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORATION; WO2007/100880; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Example 19Synthesis of provide 4-(S-C6.7-dimethoxycinnolin-4-yl^pyridin-2-gammalVl methylpiperazin-2-one[00205] In a microwave vial was placed 4-(6-fluoropyridin-3-yl)-6,7- dimethoxycinnoline (0.0652 g, 0.229 mmol) in 2 ml DMSO. 1 -Methylpiperazin-2-one hydrochloride (0.3626 g, 2.29 mmol) and potassium carbonate (0.147 ml, 2.40 mmol) was added and the temperature was brought to 90 0C to stir overnight. The reaction solution was allowed to cool to room temperature. The solution was moved to a separatory funnel and deionized water and ethyl acetate were added. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water, brine, dried with MgSO4, filtered, and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column (25M), eluting with a gradient of 1% to 5% MeOH in CH2Ch, to provide 4-(5-(6,7-dimethoxycinnolin-4-yl)- pyridin-2-yl)-l -methylpiperazin-2-one (0.0413 g).

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORTION; WO2007/98169; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics