29 Sep 2021 News Downstream synthetic route of 1-Methylpiperazin-2-one

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound 18a: 4-(6-(5-(5-(4-methoxybenzylamino)-l,3,4-thiadiazol- 2-yl)-l-tosyl-lH-indol-3-yl)pyrazin-2-yl)-l-methylpiperazin-2-oneTo a solution of 5-(3-(6-chloropyrazin-2-yl)-l -tosyl-lH-indol-5-yl)-N-(4- methoxybenzyl)-l,3,4-thiadiazol-2 -amine (100 mg, 0.166 mmol) in NMP (1 mL) was added l -methylpiperazin-2-one (28.4 mg, 0.249 mmol) and Et3N (69.2 mu, 0.497 mmol). The reaction was stirred at 155 °C for 18 h, then cooled to RT. H20 was added and the resulting suspension was filtered to give the crude material. MS (ESI, pos. ion) m/z: 681 (M+1)., 59702-07-7

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Brief introduction of 1-Methylpiperazin-2-one

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(4-(2-(Chloromethyl)-5-methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)p (for a preparation see Intermediate 82, 50 mg, 0.151 mmol) was dissolved in DMF (5 mL), potassium carbonate (62.5 mg, 0.452 mmol) was added, followed by 1-methylpiperazin-2-one (17.20 mg, 0.151 mmol). The mixture was stirred for 3 h at room temperature. The mixture was diluted with water (10 mL) and extracted with a mixture of methanol (3 mL) and DCM (15 mL), the organic layer was dried, 59702-07-7

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Simple exploration of 1-Methylpiperazin-2-one

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, Preparation of l-methyl-4- f2-(4-{4- beta-ftrifluoromethyl) fl,2,41 triazolo f4,3- blpyridazin-6-vHpiperazin-l-yl}phenoxy)ethyllpiperazin-2-one2-(4- {4-[3-(Trifluoromethyl)[ 1 ,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin- 1 – yl}phenoxy)ethyl methanesulfonate (300 mg, 0.62 mmol), 1 -methylpiperazin-2-one (339 mg, 0.93 mmol), DIPEA (0.644 mL, 3.70 mmol) and sodium iodide (9.24 mg, 0.06 mmol) were suspended in DMA (3 mL) and sealed into a microwave tube. The reaction was heated to 1500C for 1 hour in the microwave reactor and cooled to room temperature. The reaction mixture was absorbed on to silica, evaporated and purified by flash silica chromatography, elution gradient 0 to 5percent MeOH in DCM. Pure fractions were evaporated to dryness to afford a gum, which was further purified by ion exchange chromatography using an SCX column, eluting from the column with 2M ammonia/MeOH. Further purification by flash silica chromatography, elution gradient 0 to 5percent MeOH in DCM gave 1 -methyl-4-[2-(4- {4-[3-(trifluoromethyl)[l ,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin- 1 – yl}phenoxy)ethyl]piperazin-2-one (44.0 mg, 14.14percent) as a solid.IH NMR (399.9 MHz, CDC13) delta 2.78 (4H, m), 2.89 (3H, s), 3.15 (4H, m), 3.22 (2H, s), 3.28 (2H, t), 3.71 (4H, m), 4.01 (2H, t), 6.80 (2H, d), 6.86 (2H, d), 7.05 (IH, d), 7.89 (IH, d); m/z = 505 [M+H]+.

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; RABOW, Alfred, Arthur; WO2010/131022; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Simple exploration of 1-Methylpiperazin-2-one

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, Preparation of l-methyl-4- f2-(4-{4- beta-ftrifluoromethyl) fl,2,41 triazolo f4,3- blpyridazin-6-vHpiperazin-l-yl}phenoxy)ethyllpiperazin-2-one2-(4- {4-[3-(Trifluoromethyl)[ 1 ,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin- 1 – yl}phenoxy)ethyl methanesulfonate (300 mg, 0.62 mmol), 1 -methylpiperazin-2-one (339 mg, 0.93 mmol), DIPEA (0.644 mL, 3.70 mmol) and sodium iodide (9.24 mg, 0.06 mmol) were suspended in DMA (3 mL) and sealed into a microwave tube. The reaction was heated to 1500C for 1 hour in the microwave reactor and cooled to room temperature. The reaction mixture was absorbed on to silica, evaporated and purified by flash silica chromatography, elution gradient 0 to 5percent MeOH in DCM. Pure fractions were evaporated to dryness to afford a gum, which was further purified by ion exchange chromatography using an SCX column, eluting from the column with 2M ammonia/MeOH. Further purification by flash silica chromatography, elution gradient 0 to 5percent MeOH in DCM gave 1 -methyl-4-[2-(4- {4-[3-(trifluoromethyl)[l ,2,4]triazolo[4,3-b]pyridazin-6-yl]piperazin- 1 – yl}phenoxy)ethyl]piperazin-2-one (44.0 mg, 14.14percent) as a solid.IH NMR (399.9 MHz, CDC13) delta 2.78 (4H, m), 2.89 (3H, s), 3.15 (4H, m), 3.22 (2H, s), 3.28 (2H, t), 3.71 (4H, m), 4.01 (2H, t), 6.80 (2H, d), 6.86 (2H, d), 7.05 (IH, d), 7.89 (IH, d); m/z = 505 [M+H]+.

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; RABOW, Alfred, Arthur; WO2010/131022; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Brief introduction of 1-Methylpiperazin-2-one

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, A mixture N [5-chloro-7- (3-methoxyprop-1-yn-1-yl)-1, 3-benzodioxol-4-yl]-7- (3- chloropropoxy) -5-isopropoxyquinazolin-4-amine (0.320 g, as a 1: 1.3 wt.: wt. mixture with triphenylphosphine) and 1-methylpiperazin-2-one (0.280 g) was dissolved in 2- methoxyethanol (7 ml), then sodium iodide (0.040 g) was added and the reaction mixture was then heated at 110°C with stirring for 24 hours. The reaction mixture was then cooled to room temperature, diluted with dichloromethane (70 ml) and washed with water: brine (1: 1) then water then brine and dried over magnesium sulfate before filtration and evaporation of solvents under reduced pressure. The residues so resulting were then purified by column chromatography on silica using increasingly polar mixtures of methanol in dichloromethane as eluent. There was thus obtained 4- (3- {4- [5-chloro-7- (3-methoxy-prop-1-ynyl)- benzo [1, 3] dioxol-4-ylamino]-5-isopropoxy-quinazolin-7-yloxy}-propoxy)-1-methyl- piperazin-2-one (0.086 g) as a white foam; NMR Spectrum: (CDC13) 1.53 (d, 6H), 2.02 (quin, 2H), 2.61 (t, 2H), 2.72 (t, 2H), 2.96 (s, 3H), 3.18 (s, 2H), 3.33 (t, 2H), 3.45 (s, 3H), 4.15 (t, 2H), 4.35 (s, 2H), 4.83 (sept, 1H), 6.10 (s, 2H), 6.49 (d, 1H), 6.82 (d, 1H), 7.05 (s, 1H), 8.51 (s, 1H), 9.41 (s, 1H); Mass Spectrum: M+H+ 596/598.

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/4732; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Brief introduction of 1-Methylpiperazin-2-one

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, A mixture N [5-chloro-7- (3-methoxyprop-1-yn-1-yl)-1, 3-benzodioxol-4-yl]-7- (3- chloropropoxy) -5-isopropoxyquinazolin-4-amine (0.320 g, as a 1: 1.3 wt.: wt. mixture with triphenylphosphine) and 1-methylpiperazin-2-one (0.280 g) was dissolved in 2- methoxyethanol (7 ml), then sodium iodide (0.040 g) was added and the reaction mixture was then heated at 110°C with stirring for 24 hours. The reaction mixture was then cooled to room temperature, diluted with dichloromethane (70 ml) and washed with water: brine (1: 1) then water then brine and dried over magnesium sulfate before filtration and evaporation of solvents under reduced pressure. The residues so resulting were then purified by column chromatography on silica using increasingly polar mixtures of methanol in dichloromethane as eluent. There was thus obtained 4- (3- {4- [5-chloro-7- (3-methoxy-prop-1-ynyl)- benzo [1, 3] dioxol-4-ylamino]-5-isopropoxy-quinazolin-7-yloxy}-propoxy)-1-methyl- piperazin-2-one (0.086 g) as a white foam; NMR Spectrum: (CDC13) 1.53 (d, 6H), 2.02 (quin, 2H), 2.61 (t, 2H), 2.72 (t, 2H), 2.96 (s, 3H), 3.18 (s, 2H), 3.33 (t, 2H), 3.45 (s, 3H), 4.15 (t, 2H), 4.35 (s, 2H), 4.83 (sept, 1H), 6.10 (s, 2H), 6.49 (d, 1H), 6.82 (d, 1H), 7.05 (s, 1H), 8.51 (s, 1H), 9.41 (s, 1H); Mass Spectrum: M+H+ 596/598.

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/4732; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Some tips on 1-Methylpiperazin-2-one

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

59702-07-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

EXAMPLE 20 3-chloro-N-(5-chloro-1H-benzimidazol-2-yl-methyl)4-(4-methyl-3-oxo-piperazin-1-yl-carbonyl)-benzamide Prepared analogously to Example 19c from 2-chloro-4-[N-(5-chloro-benzimidazol-2-yl-methyl)-carbamoyl]-benzoic acid, TBTU, diisopropylethylamine and N-methyl-piperazinone in N,N-dimethylformamide. Yield: 8.7percent

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim Pharma GmbH & Co. KG; US2004/220169; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Simple exploration of 1-Methylpiperazin-2-one

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, A mixture of ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromoquinoline-2-carboxylate (250 mg, 0.58 mmol), 1-methylpiperazin-2-one (130 mg, 1.2 mmol), Pd(OAc)2 (20 mg), dicyclohexyl(2′,6′-diisopropoxybiphenyl-2-yl)phosphine (41 mg, 0.087 mmol), and K3PO4 (490 mg, 2.3 mmol) in tert-butyl alcohol (8 mL) was purged with nitrogen then heated at 100° C. in a sealed vial for 3 h. The mixture was then allowed to cool and EtOAc and water were added. The resulting layers were separated and organic layer was concentrated under reduced pressure. To the resulting bright-yellow solid, 2 mL of dioxane, 2 mL of 2 M NaOH were added. The mixture was heated in 80° C. oil bath with stirring for 0.5 h, then allowed to cooled and neutralized with 4 mL of with 1 M Cl. The red solid formed was collected by filtration and air-dried overnight to give the sub-title compound (24 mg, 9.5percent). LCMS calc. for C26H33N8O2 [M+H]+: m/z=489.3. found: 435.2

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; Li, Yun-Long; Burns, David M.; Feng, Hao; Xue, Chu-Biao; Wang, Anlai; Pan, Jun; US2014/200216; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Downstream synthetic route of 1-Methylpiperazin-2-one

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59702-07-7

Example 16. Preparation of Compound Nos. 136. 136a and 136b To a solution of l-[4-[(3-cyclopentyl-lH-pyrazol-5-yl)amino]-6,7-dihydro-5H- cyclopenta[d]pyrimidin-2-yl]pyrrolidine-2-carboxylic acid hydrochloride (500 mg, 1.19 mmol) in DMF (6 mL) was added l-methylpiperazin-2-one (205 mg, 1.79 mmol), HOBt (16 mg, 0.11 mmol), EDC’HCl (320 mg , 1.67 mmol), and DIPEA (618 mg, 4.79 mmol), and the reaction mixture was stirred at RT for 18 h. The reaction mixture was diluted with water (50 mL) and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (8×50 mL) and dried over anhydrous sodium sulfate. Removal of solvent under reduced pressure gave a crude product that was purified by reverse phase HPLC followed by chiral HPLC to afford 20 mg of 4-[(2R)-l-[4-[(3-cyclopentyl-lH-pyrazol-5-yl)amino]-6,7- dihydro-5H-cyclopenta[d]pyrirmdin-2-yl]pyrrolidine-2-carbonyl]-l-methyl-piperazin-2-one (Compound No. 136a). 1H NMR (CD3OD, 400 MHz) 1.60-1.90 (m, 8H), 1.92-2.20 (m, 8H), 2.30-2.42 (m, 1H), 2.60-2.80 (m, 6H), 2.97-3.12 (m, 1H), 3.22-3.56 (m, 3.61-4.30 (m, 4H), 5.02 (brs, 1H), 5.75 (bra, 1H).

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; RAI, Roopa; GREEN, Michael, John; ANSARI, Amantullah; AGARWAL, Anil, Kumar; (216 pag.)WO2016/3827; (2016); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

7 Sep 2021 News Downstream synthetic route of 1-Methylpiperazin-2-one

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, The 4-(2-hydroxyethyl)-l-methylpiperazin-2-one used as starting material was prepared as follows :-2-Bromoethanol (5.60 mL, 78.85 mmol) was added to 1 -methylpiperazin-2-one (1.80 g, 15.77 mmol) and potassium carbonate (6.54 g, 47.31 mmol) in THF (20 mL). The resulting mixture was stirred at 65°C for 16 hours. The mixture was cooled to room temperature, fltered and the solvents evaporated to give crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 8percent MeOH in DCM. Pure fractions were evaporated to dryness to give 4-(2-hydroxyethyl)-l-methylpiperazin-2-one (1.870 g, 75.0percent). IH NMR (399.9 MHz, CDC13) delta 2.55 (2H, t), 2.71 (2H, t), 2.90 (3H, s), 3.15 (2H, s), 3.28 (2H, t), 3.60 (2H, t)

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; RABOW, Alfred, Arthur; WO2010/131022; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics