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.

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.

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