Tag: M.W:100-200

Simple exploration of (S)-(+)-2-Methylpiperazine

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Alternative preparation of 3-[((2S)-2-Methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1-piperazinyl)carbonyl]pyrazolo[1,5-a]pyrimidine: Example 2aPyrazolo[1,5-a]pyrimidine-3-carboxylic acid (11.73 g, 71.9 mmol) was suspended in thionyl chloride (36 mL, 493 mmol) and heated at 60 C. for 2 h. Formation of the acyl chloride was monitored as follows: a sample of the reaction mixture was evaporated and added to MeOH and formation of the corresponding methyl ester was detected by UPLC. Then thionyl chloride was removed under reduced pressure to obtain pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (14 g) as a yellow solid.(2S)-2-methylpiperazine (6 g, 59.9 mmol) was dissolved in tetrahydrofuran (50 mL) and cooled down to 0 C., aqueous sodium hydroxide (3M, 39.9 mL, 120 mmol) was added and stirred for 10 min. Then 4-(trifluoromethyl)benzenesulfonyl chloride (16.12 g, 65.9 mmol) (dissolved in 50 ml of THF) was added drop-wise, stirring the reaction mixture for 1 h. THF was removed under reduced pressure, the aqueous phase was diluted with water (200 ml) and extracted with DCM (2¡Á300 ml). The organic layer was concentrated under reduced pressure and the oily residue was suspended with HCl 1M (200 ml) and washed with DCM in order to extract impurities. NaOH 3M was added to the aqueous layer to reach pH 10 then the mixture was diluted with THF (200 ml), the mixture was cooled down to 0 C.The pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (14 g) was suspended in THF (80 ml) and added portion-wise to the above mixture, maintaining the pH>9 by adding NaOH 3M, and then the mixture was stirred overnight. THF was removed from the mixture under reduced pressure and the resulting suspension was extracted with DCM (2¡Á300 ml). The organic layer was washed with HCl 0.1 M, dried over Na2SO4 and concentrated to dryness to obtain the crude material (21.7 g) as foam. The crude material was re-dissolved in DCM (100 ml) and evaporated to minimum volume to obtain an oily residue, ethyl ether was added (80 ml) with stirring. A solid crashed out from the solution and was recovered by filtration, washing with ethyl ether before drying to give the title compound (20.06 g).m/z (API-ES) 454 [M+H]+ 1H NMR (400 MHz, CDCl3) delta ppm 1.48 (d, J=7.2 Hz, 3H), 2.56 (td, J=11.6, 3.2 Hz, 1H), 2.69 (dd, J=11.6, 3.6 Hz, 1H), 3.50 (m, 1H), 3.64 (d, J=11.6 Hz, 1H), 3.82 (d, J=11.2 Hz, 1H), 4.25 (m, 1H), 4.78 (m, 1H), 6.97 (dd, J=7.2, 4.0 Hz, 1H), 7.85 (d, J=8.4 Hz, 2H), 7.91 (d, J=8.4 Hz, 2H), 8.39 (s, 1H), 8.59 (dd, J=4.0, 1.6 Hz, 1H), 8.73 (dd, J=7.2, 1.6 Hz, 1H)., 74879-18-8

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Heer, Jag Paul; Norton, David; Ward, Simon E.; US2010/16330; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 1-Methanesulfonylpiperazine

55276-43-2 1-Methanesulfonylpiperazine 709161, 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.55276-43-2,1-Methanesulfonylpiperazine,as a common compound, the synthetic route is as follows.

55276-43-2, A suspension of 1-methylsulfonylpiperazine (1.58 g, 9.6 mmol), 3-bromo-1-propanol (1.13 ml, 12 mmol) and potassium carbonate (1.73 g, 12 mmol) in acetonitrile (10 ml) was stirred at 40 C. for 4 hours followed by 2 hours at 70 C. The mixture was cooled, filtered and the filtrate was evaporated under vacuum. The residue was purified by column chromatography eluding with methylene chloride/methanol (97/3 followed by 95/5) to give 3-(4-methylsulfonylpiperazin-1-yl)propan-1-ol (1.95 g, 91%). 1H NMR Spectrum: (CDCl3) 1.8 (m, 2H), 2.7 (m, 6H), 2.8 (s, 3H), 3.3 (m, 4H), 3.82 (t, 2H), 4.5 (br s, 1H) MS: 223.4 (M+H)+

55276-43-2 1-Methanesulfonylpiperazine 709161, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Hennequin, Laurent Francois Andre; US2003/212055; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-Ethylpiperazine

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

5308-25-8, 0.20 g of N-[4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-yl]chloroacetamide and 5 mL of tetrahydrofuran, Stir at room temperature, 0.12 g of pyridine and 0.11 g of N-ethylpiperazine are added; Reaction overnight, Desolvent, Add dichloromethane, Saturated salt water wash, Drying with anhydrous sodium sulfate, Desolvent, Add petroleum ether to precipitate solids, Suction filtration Wash with petroleum ether, Dried to obtain beige solid N-[4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-yl]-2-(4-ethylpiperazinyl)acetamide, yield 77.9 %,

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference£º
Patent; Hunan University; Hu Aixi; Wu Zhilin; Ding Na; Ye Jiao; (20 pag.)CN107365280; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-Isopropylpiperazine

4318-42-7, As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

d) 1-(5-fftert-butyldimethylsilyloxy)methynpyridin-2-yl)piperidin-4-yl4- isopropyl-piperazine-1-carboxylate To a solution of 1-(5-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)- piperidin-4-ol (257 mg, 1 mmol) in DCM (8 mL) was added BTC (297 mg, 1 mmol) and Et3N (152 mg, 1.5 mmol). The mixture was stirred at rt for 1 h before 1-isopropylpiperazine (128 mg, 1 mmol) was addedand the resulting mixture was stirred at rt overnight. The mixture was diluted with DCM (20 mL), washed with saturated K2C03?(20 mL) solution and brine (20 mL), dried andconcentrated to give the desired product as yellow oil (350 mg, 74percent). [LCMS: RtA?= 1.95min, m/z 477.2 [M+H]+].

4318-42-7, As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WANG, Tielin; ZHANG, Xuechun; WO2013/50987; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-(2,4-Difluorophenyl)piperazine

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 48 (26 mg, 0.1 mmol) in DMF (1 mL) was added 2,4- difluorophenylpiperazine (20 mg, 0.1 mmol). The reaction mixture was stirred for 1.5 hours. To the crude mixture was added 2-thiopheneethylamine (14 pL, 0.12 mmol), DIEA (38 pL, 0.22 mmol) and HATU (42 mg, 0.11 mmol). The reaction was stirred overnight at room temperature. The reaction mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with 0.1 N NaOH, 0.1 N HCI, and brine; dried over sodium sulfate and concentrated in vacuo to yield 49 as an oil (49 mg, 94%). HPLC- MS tR = 2.10 min (UV254 nm); mass calculated for formula C24H27F2N3O6S 523.2, observed LCMS m/z 524.4 (M+H) ; purity > 95% (ELSD).

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; WO2005/121130; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about (S)-1,2-Dimethylpiperazine

485841-52-9, As the paragraph descriping shows that 485841-52-9 is playing an increasingly important role.

485841-52-9, (S)-1,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Step 4] tert-Butyl 8-[(3S)-3,4-dimethylpiperazin-1-yl]-7,10-dimethyl-5-oxo-1,5-dihydro-2H-chromeno[3,4-c]pyridine-3(4H)-carboxylate A suspension of tert-butyl 7,10-dimethyl-5-oxo-8-{[(trifluoromethyl) sulfonyl]oxy}-1,5-dihydro-2H-chromeno[3,4-c]pyridine-3(4H)-carboxylate (1.063 g), cesium carbonate (2.2 g), chloro-(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl] palladium (II)-methyl-t-butyl ether adduct (91 mg), 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl (52 mg), and (2S)-1,2-dimethylpiperazine (510 mg) in toluene (30 ml) was stirred while heating in a nitrogen atmosphere at 110 C. for 2.5 hours. The reaction solution was diluted with chloroform and a small volume of methanol and an insoluble solid was filtered off and the mother liquid was concentrated. The residue was purified by silica gel column chromatography (4-8% methanol/chloroform) to obtain the title compound (710 mg) as a solid. 1H-NMR (CDCl3) delta: 1.13 (3H, d, J=6.1 Hz), 1.50 (9H, s), 2.29-2.40 (1H, m), 2.33 (3H, s), 2.37 (3H, s), 2.46-2.62 (2H, m), 2.66 (3H, s), 2.87-2.98 (2H, m), 2.99-3.14 (4H, m), 3.58-3.65 (2H, m), 4.40 (2H, s), 6.70 (1H, s). MS (ESI/APCI) m/z: 442 [M+H]+

485841-52-9, As the paragraph descriping shows that 485841-52-9 is playing an increasingly important role.

Reference£º
Patent; Daiichi Sankyo Company, Limited; Ota, Masahiro; Inoue, Hidekazu; Kawai, Junya; Ohki, Hitoshi; Toki, Tadashi; (25 pag.)US2019/284198; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4318-42-7

The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

4318-42-7,4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-lsopropyl-4-(5-nitro-Pyridin-2-yl)-piperazine (NVP-BKT293)N-lsopropylpiperazine (1.8 mL, 12.7 mmol, 2 equiv) is added to a cold (5¡ãC) mixture of 2- chloro-5-nitropyridine (1 g, 6.3 mmol) in DCM (5 mL). The reaction mixture is allowed to warm to RT, stirred for 16h, diluted with DCM/H2O and extracted with DCM. The organic phase is washed with brine, dried (Na2SO4), filtered and concentrated to provide the title compound as a yellow solid: ES-MS: 251.2 [MH]+; tR= 2.20 min (system 1).

The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/71752; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 5308-25-8

5308-25-8, The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

According to scheme I, to a 250-mL flash were added Compound Ia-1, i.e. 2,6-dichloro-3,5-dimethoxyaniline (10mmol) and AcOH (24ml), and added dropwisely under an ice-bath a solution of sodium nitrite (15mmol) in sulphuric acid (5.8ml) . The mixture was stirred at 25C until the solution became clear. The resulting dark yellow solution was poured into 150ml of an ice-water, and urea (6mmol) was added. The mixture was stirred and filtered. An aqueous solution of potassium iodide (15mmol) was added to the above dark-yellow solution. The mixture was heated at 85C for 2 hours, and cooled to room temperature. NaHSO3 (3.4 mmol) was added, and the mixture was stirred for 10 minutes. The resulting yellow solid was filtered, dried, and separated by column chromatography to produce Compound Ib-1 (8mmol). Compound Ib-1 (4 mmol), and Compound A-1, i.e. 4-piperidinone ethylene ketal (6 mmol) were dissolved in 50ml toluene, and palladium acetate (0.4 mmol), BINAP (0.48 mmol), and cesium carbonate (18 mmol) were added. The mixture was refluxed under the nitrogen protection for 3 days, and separated by column chromatography to produce Compound Ic-1. Compound Ic-1 (2.5 mmol) was dissolved in 10ml THF, and 10% aqueous H2SO4 solution (10ml) was added. The mixture was heated at 60C overnight, and separated by column chromatography to produce Compound Id-1. Compound Id-1 (1.0 mmol) was dissolved in 10ml dioxane, and DMF.DMA (6.0 mmol) and triethylamine (1.0 mmol) were added. The mixture was refluxed under the nitrogen protection for 2 days, and separated by thin layer chromatography to produce Compound Ie-1. Compound B-1, i.e., 1-fluoro-4-nitrobenzene (10 mmol) was dissolved in 20ml DMF, and C-1, i.e., N-ethylpiperazine (11 mmol), and potassium carbonate (30 mmol) were added. The mixture was reacted at 70C overnight. After cooling, the mixture was poured into ice-water, and filtered to produce Compound If-1. Compound If-1 (10 mmol) was dissolved in 20ml methanol or ethanol, and palladium/carbon (1mmol) was added. The mixture was hydrogenated at room temperature for 7 hours. The mixture was separated by column chromatography to produce Compound Ig-1. Compound Ig-1 (2.6 mmol) was dissolved in 10ml dioxane, and cyanoamine (2.73 mmol), and concentrated hydrochloric acid (3.9 mmol) were added. The mixture was stirred under reflux overnight to produce Compound Ih-1. Compound Ie-1 (1mmol) and Compound Ih-1 (1.05mmol) were dissolved in 8ml ethanol, and sodium acetate (2mmol) and triethylamine (1.05mmol) were added. The mixture was stirred under flux for 7 hours, ethanol concentrated, and water and dichloromethane were added. The organic phase was separated, dried over anhydrous sodium sulphate, and separated by thin layer chromatography to produce Compound I-1 (0.1mmol) in a yield of 10%.H1-NMR(deuterated MeOH) : delta8.11(s, 1H), delta7.56(d, 2H), delta6.99(d, 2H), delta6.72(s, 1H), delta4.25(s, 2H), delta3.93(s, 6H), delta3.56(t, 2H), delta3.23(m, 4H), delta2.92(t, 2H), delta2.8(m, 4H), delta2.64(m, 3H), delta1.2(t, 3H). ESI(+)m/z: 543

5308-25-8, The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Allist Pharmaceutical and Medical Technology Corporations; KUANG, Rongren; (39 pag.)EP3466948; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about cis-2,6-Dimethylpiperazine

The synthetic route of 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.,21655-48-1

To a solution of 4-(trifluoromethoxy)-benzaldehyde (776 uL, 4.38 mmol) in methylene chloride (30 mL) was added cis-2,6-dimethyl piperazine (1.0 g, 8.77 mmol). After 1 hour sodium triacetoxy borohydride (2.45 g, 8.77 mmol) was added to the mixture. The solution was stirred at room temperature for an additional 4 hours. The reaction was concentrated in vacuo, diluted with ethyl acetate and extracted with 1N HCl (2*50 mL). The aqueous layer was then neutralized with NaOH and extracted with ethyl acetate (3*50 mL). The organic layer was dried (Na2SO4) and concentrated to provide cis-3,5-dimethyl-1-(4-trifluoromethoxy-benzyl)-piperazine (1.01 g, 80percent). 1H NMR (400 MHz, CD3OD) delta 7.42 (d, 2H), 7.23 (d, 2H), 3.54 (s, 2H), 2.98-2.88 (m, 2H), 2.82-2.74 (m, 2H), 1.69 (t, 2H), 1.05 (d, 6H); LCMS 289.5 (M+1)+.

The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KALYPSYS, INC.; US2007/249519; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 109-07-9

109-07-9, The synthetic route of 109-07-9 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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

[Referential Example 82]; 3-Methylpiperazine-1-carboxylic acid tert-butyl ester; [] 2-Methylpiperazine (3.19 g) was added to 2-(tert-butylcarbonyloxyimino)-2-phenylacetonitrile (7.87 g) in tetrahydrofuran (100 mL) at 0C, followed by stirring for 2 hours. The residue obtained by removal through evaporation of the reaction solvent under reduced pressure was purified through silica gel column chromatography (chloroform – 7N ammonia/methanol mixture), to thereby give the title compound as an oily product (5.70 g, 89%).1H-NMR(400MHz,CDCl3)delta: 1.05(3H,d,J=6.4Hz), 1.46(9H,s), 2.40(1H,br), 2.65-2.84(3H,m), 2.90-3.00(1H,br), 3.94(2H,br). MS(ESI)m/z: 201(M+H)+.

109-07-9, The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1591443; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics