Month: June 2021

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl 4-carbamothioylpiperazine-1-carboxylate (synthesized according to Example 5, Step 1, 1.3g, 5.3 mmol) in dioxane (10 mL), TEA(1 mL, 7 mmol) and 1-bromo-3,3-dimethylbutan-2-one (0.94 mL, 6.8 mmol) were added at rt and stirred for 16 h at 90 C. The completion of the reaction was monitored by TLC. Thereaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2504, concentrated under vacuum and the resulting crude product was taken as such for next step without further purification. Yield: 88% (1.5 g, black liquid). LCMS: (Method A) 326.2 (M+H), Rt. 3.75 mm, 60.4% (Max)., 196811-66-2

196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; TORONTO, Dawn, V.; CROWE, David, Malcolm; (150 pag.)WO2017/144637; (2017); 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

Sodium hydride (60percent in mineral oil; 43.56 g; 1089 mmol) was added to a 3L reaction flask under nitrogen. A mechanical stirrer and thermocouple was attached. Dry diglyme (400 mL) was added. A solution of 2-(4-methylpiperazin-l-yl)ethanol (157 g; 1089 mmol) in diglyme (450 mL) was added slowly with stirring. The mixture was stirred with warming to 40 °C for 1 hour. 4-Chloropyridin-2-amine (70.0 g; 544.5 mmol) was added as a solid. The mixture was heated to 80 °C with stirring until effervescence had ceased. The temperature was increased to 157 °C for 16 hours. The mixture was allowed to cool and diluted with water (500 mL). THF (1000 mL) was added followed by sodium chloride (sufficient to saturate the aqueous phase). The phases were separated and the aqueous phase was further extracted with THF (3 x 800 mL). Additional water was added as required to aid in phase separation. The combined organic phases were dried with sodium sulfate (1000 g) for 16 hours and filtered. The solvent was removed under vacuum to remove the majority of the THF. The solution was filtered through Celite.(R). to remove fine particulates rinsing with diglyme. The diglyme was removed under vacuum (10 mm Hg vacuum, with the bath temperature increased to 60 °C). The residue was placed under high vacuum for 1 hour and then triturated with ether (400 mL). The resulting solids were collected by filtration, washed with ether and dried under vacuum to give the product (100.4 g) as an off white solid.

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

Reference：
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

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 1-tert-butyl 2-methyl piperazine- 1,2-dicarboxylate (5.0 g, 22.6 mmol, 1.00 eq) in MeOH (50.0 mL) was added HCl/dioxane (4.0 M, 134 mL). The reaction mixture was degassed and purged with nitrogen 3 times, and the mixture was stirred at 25 C for 12 hours under a nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure to dryness to give methyl piperazine- 2-carboxylate (4.89 g, 2HC1, crude) as a white solid, which was used directly in the next step without further purification.

129799-15-1, 129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4-Nitrobenzyl bromide (46.3mmol) was dissolved in dichloromethane (100mL). The solution was added to the mixture of relative amine (47.0mmol) and triethylamine (70.3mmol) in dichloromethane (20ml). The reaction mixture was stirred at r. t. for 24 h and was extracted with dichloromethane (100ml×3). After removal of the solvent, the residue was crystallized from ethanol, giving yellow powder. Compounds 1 and 2 were used for further reaction without purification. To a suspension of compounds 1-2 (36.2mmol) in 95% ethanol (100ml), 85% NH2NH2·H2O (362mmol), 95% ethanol (100ml) and iron (III) oxide hydroxide (FeO(OH)/C, 2.0g) were added and heated to reflux. When TLC analysis showed complete conversion of the starting material, the reaction mixture was filtrate through Cellit and the filtrate was concentrated in vacuum. The crude product was purified by silica gel colum chromatography (DCM/MeOH) to yield the title compound (3 and 4) as white solid. The mixture of compound 4 (1eq, 18.5mmol), 4-Nitro-1H-pyrazole-3-acid (1.1equiv, 20.4mmol), EDC (1.2equiv, 22.2mmol), HOBT (1.2equiv, 22.2mmol) in DMF (50ml) was stirred for 24h. The ice water (100ml) was added to the reaction mixture. A large amount of yellow solid precipitation (compound 8) was acquired. Compound 8 was used without further purification. Compounds 8 was reduced by the same process as compound 4, and then the resulting compound 12 was purified by column chromatography on silica gel, eluted with the appropriate solvent.

109-01-3, 109-01-3 1-Methylpiperazine 53167, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8,59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 74 (250 mg, 0.71 mmol) was mixed with acetonitrile (5 mL), diisopropylethylamine (3 mL) and KI (250 mg) and 2,2-dimethyl-1-(piperazin-1-yl)propan-1-one (600 mg) and heated at 80 C for 12 h. On cooling, the mixture was poured into a saturated solution of ammonium chloride (40 mL) and extracted with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with brine (40 mL), dried (magnesium sulfate), filtered and concentrated. The crude residue was purified by Flashmaster II (eluting with 0-50 % ethyl acetate in dichloromethane) to give 1-(4-{[2-fluoro-4-(trifluoromethyl)phenyl](pyridin-3-yl)methyl}piperazin-1-yl)-2,2-dimethylpropan-1-one (14) (52 mg, 17 %) as a yellow oil.

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Keenan, Martine; Alexander, Paul W.; Diao, Hugo; Best, Wayne M.; Khong, Andrea; Kerfoot, Maria; Thompson, R. C. Andrew; White, Karen L.; Shackleford, David M.; Ryan, Eileen; Gregg, Alison D.; Charman, Susan A.; Von Geldern, Thomas W.; Scandale, Ivan; Chatelain, Eric; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1756 – 1763;,
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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 1 Preparation of 4-[(4-methyl-1-piperazinyl)methyl]benzoic acid (formula (2)) 350 ml of ethanol was added to 155 g (1.547 mol) of N-methylpiperazine. At room temperature (25 ± 3C), 60 g (0.351 mol) of 4-chloromethylbenzoic acid was added thereto and stirred for 6-7 hours. The reaction was analyzed by HPLC, and then the reaction solution was distilled under reduced pressure to remove ethanol, and 60 ml of 1-butanol was added thereto. The mixture was azeotropically distilled at 70 ± 2C and concentrated to produce a solid. 600 ml of 2-propanol was added thereto and the mixture was stirred at room temperature (25 ± 3C) for 30 minutes, stirred under reflux for 15 minutes, and then stirred at room temperature (25 ± 3C) for 12 hours with slow cooling. The produced precipitate was cooled to 19 ± 3C, stirred for 1 hour and then filtered. The filtrate was washed with 50 ml of cooled 2-propanol and dried in an oven at 60C, thereby obtaining a white compound of formula (2) (60 g, yield: 72%, purity: 95% or higher). HPLC purity: 99.123% (desmethyl impurity: 0.042%, starting material 0.42%).

109-01-3, The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bcworld Pharm. Co. Ltd.; EP2530077; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

112984-60-8, 6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 7-{4-[l~Chlowmethyi-2-(2-methyl-5-niiro mid zol-l-yl)- ethoxycarbonylmeihyl J-piperazin-1 -yl }-6~fl uoro- 1 ~methyl~4~oxo-4H~2~thia-8b~ aza-cyclobuia[a]naphthalene~3-carboxylic acid (1): To a stirred solution of 6- Fluoro- 1 -methy l-4-oxo-7-piperazin- 1 -y l~4H-2-thia~8b-aza~ cyclobuta[a]naphthalene-3-carboxylic acid, (III) (0.07 Ig, 0.2 mmol) in dimethylformamide (10ml) was added potassium carbonate (0.04g, 0.3 mmol) followed by addition of compound (II) (O.lg, 0.3 mmol) and the reaction mixture was stirred at RT for 3h. The reaction mixture was diluted with ethylacetate, washed two times with water and finally dried over sodium sulphate to obtain the crude mass. The crude was purified by flash column chromatography while eluting with 3-5% methanol/dichloromethane mixture to obtain the pure compound (1), i.e., Compound 90 from Table 1, with 30% isolated yield. H-NMR (400 MHz, DMSO) 6ppm: 2.19 (3H, d, J = 6.4 Hz, CH3), 2.57 (3H, s, CH3), 2.7 (4H, m, 2 x CH2), 3.1-3.3 (2H, s, COCH2), 3.32 (4H, m, 2 x CH2), 3.77-3.90(2H, ddd, Jx = 3.6 Hz, J2 = 12.4 Hz, J3 = 35.2 Hz, CH2C1), 4.40- 4.56 (1H, dd, Ji = 9.6 Hz, J2 = 14 Hz CHN), 4.76 (1H, d, J = 14 Hz, CHN), 5.44 (1H, d , J-5.6Hz CHOCO), 6.0-6.1 1 (1H, q, Jx = 6 Hz, J2 = 12.4 Hz, CHSN), , 6.4 (1H, d, Jx = 6.8 Hz Ar-H), 7.8 (1H, d, J = 14 Hz, Ar-H), 8.04 (1H, s, Ar-H). ESI-MS (m/z): 609 (M+H)+.

112984-60-8, As the paragraph descriping shows that 112984-60-8 is playing an increasingly important role.

Reference：
Patent; VYOME BIOSCIENCES PVT. LTD.; SENGUPTA, Shiladitya; CHAWRAI, Suresh Rameshlal; GHOSH, Shamik; GHOSH, Sumana; JAIN, Nilu; SADHASIVAM, Suresh; BUCHTA, Richard; BHATTACHARYYA, Anamika; WO2015/114666; (2015); 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.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Example 1: l-(4-Dibenzo[b,f| [l,4]thiazepin-ll-yl-piperazin-l-yl)-2-methyl-propan-l-oneAn ice-bath-cooled solution of 1 l-iperazin-l-yldibenzo[b,f][l,4]thiazepine (“PDBTZ”, 1 mmol) and triethylamine (1.1 mmol) in dichloromethane (5 mL) is treated with 2-methylpropionic acid chloride (1.1 mmol). The mixture is warmed to ambient temperature and stirred for one hour. Water is added and the mixture is extracted with dichloromethane. The organic portion is washed (brine), dried (sodium sulfate), and evaporated. The crude material is purified by flash chromatography to provide the title compound., 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2008/79838; (2008); 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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

76003-29-7, To a solution of the product of Step 7 (10.0 g, 50.0 mmol) in anhydrous DMF(250 ml) in an ice-water bath were added sodium hydride (2.40 g, 60.0 mmol) andbenzyl chloride (6.60 g, 52.5 mmol). The mixture was stirred at RT for 4.5 h. Thereaction was quenched with water (10 ml), diluted with CH2CI2 (500 ml), and washedwith water (2x250ml). The organic layer was extracted with saturated NH4CI (200 ml),dried (MgSO4), concentrated, and purified by column chromatography (gradientMeOH/CH2CI2 0-5%) to give the product (10.7 g, 74%). 1H-NMR (CDCI3): 6=7.2-7.3(m, 5H), 4.57 (s, 2H), 4.10 (s, 2H), 3.53 (m, 2H), 3.19 (m, 2H), 1.41 (s, 9H).

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; WO2006/14944; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

630125-91-6, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,630125-91-6

Into a solution of 4-(4-Ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl- phenylamine (3.0 g, 1.04 mmol, 1.0 eq. ) in dichloromethane (5.2 ml) was added diisopropylethyl amine,(2.00 ml, 1.14 mmol, 1.1 eq.). The solution was cooled to 0 C, after which 4-Methyl-3-nitrobenzoylchloride (2.13 g, 1.07 mmol, 1.03 eq. ) was added in portions into the reaction mixture which was further equilibrated for 30 minutes. The reaction mixture was then partitioned between dichloromethane and saturated sodium carbonate solution. The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic extracts were washed with water, brine, dried over Na2S04, filtered and concentrated to afford the desired product (4.58 g, 98%). The desired compound was used in the next step without further purification.

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IRM LLC; WO2005/123719; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics