Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

6-chloro-4-(3-nitTophenoxy)- l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo[3,4-d]pyrimidine (4, 0.15 g, 0.4 mmol), 2-methoxy-4-(4-methylpiperazin-l-yl) aniline (5, 88 mg, 0.4 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), X-phos (23 mg, 0.04 mmol) and Cs2C03 (390 mg, 1.2 mmol) were taken up in tetrahydrofuran (THF) (2 mL) to form a mixture and the mixture was placed under microwave irradiation at 85 C for 45 min. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated, and water was added. The resulting mixture was then extracted with ethyl acetate and the organic extract was dried over anhydrous sodium sulfate and evaporated to dryness to form a crud product. The crude product was purified by column chromatography using 3 % MeOH-DCM to afford N-(2-methoxy-4-(4-methyl piperazin-l -yl) phenyl)-4-(3-nitrophenoxy) -l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo [3,4- d]pyrimidin-6-amine (6, 49 mg, 22 %). NMR (400 MHz, CDC13): delta 8.30-8.22 (m, 2H), 7.95 (s, 1H), 7.68-7.60 (m, 3H), 7.40 (s, 1 H), 6.55 (s, 1 H), 5.90-5.85 (d, 1 H), 4.19-4.10 (d, 1 H), 3.85 (s, 3H), 3.80-3.79 (m, 1 H), 3.18 (bs, 4H), 2.65-2.60 (m, 5H), 2.36 (s, 3H), 2.19-2.18 (m, 1 H), 1.95- 1 .90 (d, 1 H), 1.80- 1.78 (m, 2H), 1 .65- 1.60 (d, 1 H).

122833-04-9, 122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); A1;,
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109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 3-methyl-1-thiazol-2-ylpiperazine 30.06 g (300.0 mmol) of 2-methylpiperazine were combined with 4.51 ml (50.0 mmol) of 2-bromothiazole. This mixture was fused and refluxed 5 min. The reaction mixture was cooled and taken up in 10% strength hydrochloric acid and washed with EA. The aqueous phase was set to pH>12 with a 10% strength aq. NaOH solution and then extracted with EA. The organic phase was dried over MgSO4 and conc. in vacuo. There were obtained 8.26 g (45.1 mmol, 90%) of 3-methyl-1-thiazol-2-ylpiperazine., 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; Gruenenthal GmbH; US2007/112011; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: Methane sulfonyl chloride (58 muL, 0.7 mmol) and triethylamine (238 muL) was added to a solution of compound 2 (180 mg, 0.6 mmol) in dichloromethane (5 mL) and stirred at room temperature for 1 h. After completion of the reaction by TLC, ice water was added to quench the reaction. The mixture was extracted with dichloromethane (20 mL¡Á3). The organic layer was washed with brine and dried over Na2SO4. The solid was filtered off, and the filtrate was concentrated under reduced pressure to give the methylsulfonylated product (210 mg, yield 93%). To a solution of the methylsulfonylated product (210mg, 0.6 mmol) in DMF (5 mL) was added K2CO3 (111 mg, 0.8 mmol), morpholine (93 muL, 1.0 mmol). The mixture was stirred at 90 C for 2 h. After completion of the reaction by TLC, The mixture was extracted with dichloromethane (20 mL¡Á3). The organic layer was washed with brine and dried over Na2SO4. The solid was filtered off, and the filtrate was concentrated under reduced pressure. The residues were separated by silica gel column chromatography (V petroleum ether: V ethyl acetate = 8:1) to give CH-H-1 (108 mg, yield 53%). Under the same conditions, compounds CH-H-2 to CH-H-16 were obtained., 20327-23-5

The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Duan, Zhe; Liu, Jingqiu; Niu, Liping; Wang, Jun; Feng, Mingqian; Chen, Hua; Luo; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3229 – 3236;,
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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 6-FIisoro-7-{4-[3-hydroxy-4-(2-methyl-5-iiitro- imida2o-l-yl)-buty|-piperazin-l-yi}-1 -niethyl-4-ox0-4H~2 hia-8b-a2a- cyclobiita[a]naphthaIeiie-3-carboxySic acid (116): To a stirred solution of 6- Fluoro- I -methyl-4-oxo-7-piperazin-l -yi-4H-2-thia-8b-aza- cycIobuta a]naphthalene-3-carboxyIie acid, (III) (3g, 8.6 mmol) in DMF (30ral) was added potassium carbonate ( S .20g, 8.6 mmol) followed by addition of compound (II) (2g, 7.2 mmol) and the reaction mixture was stirred at RT for 16h. The reaction mixture was diluted with ethyl acetate, washed twice with water and finally dried over sodium sulphate to obtain the crude mass. The crude was purified by flash column chromatography while eiuting with 3-5% methanol/dichloromethane mixture to obtain the pure compound (116) with 20% isolated yield. -NMR (400 MHz, DMSO) deltarhorhoetaiota: 1.61-1.68 (2H, m, CH2), 2.12 (3H, d, J = 6 Hz, CH3), 2.46 (3H, s, CH3), 2.57 (4H, m, 2 x CH2), 3.2 (4H, m, 2 x CH2), 3.8-4.1 (2H, m, 2 x’ CH2N), 4.44(1H, m, CHOH), 5.2 (1H, bs, CHOH), 6.4 (1H, q, Ji = 5.6Hz, J2 = 1 1.6Hz, CHSN) 6.91 (1 H, d, J = 7, Ar-H), 7.78 (1H, d, J= 13.6 Hz, Ar-H). 8.04 (I H, s, Ar-H). ESI-MS (m/z): 547.08(M+H)+., 112984-60-8

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 124225, apiperazines compound, is more and more widely used in various fields.

Reference£º
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;,
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694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 3-iodo-4-methylbenzoyl chloride obtained above in dry DCM (10mL) at 0C was added Et3N (0.28mL, 2.0mmol) and 4-((4-methylpiperazin-1-yl) methyl)-3-(trifluoromethyl) aniline (328mg, 1.2mmol). The mixture was stirred at room temperature for 5h, and then the solvent was removed under reduced pressure. The residue was purified by using column chromatography to afford the corresponding product 6-1 (439mg, 2 steps yield: 85%)., 694499-26-8

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Yang; Peng, Xia; Guan, Xiaocong; Lu, Dong; Xi, Yong; Jin, Shiyu; Chen, Hui; Zeng, Limin; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 122 – 132;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

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¡ã 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, 2HCl, crude) as a white solid, which was used directly in the next step without further purification., 129799-15-1

As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

Reference£º
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1235865-77-6,2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

In round bottom flask equipped with mechanical stirrer and thermometer, to dichloromethane (400 ml), 3-nitro-4-((tetrahydro-2H-pyran-4-yl)methylamino)benzenesulfonamide (VI) (17.6 g), 4-dimethylaminopyridine (DMAP) (4.25 g) and l-ethyl-3-[3- (dimethylamino)propyl]-carbodiimide hydrochloride (EDC.HCI) (20.12 g) were added. To this mixture was added a solution of intermediate (V) (40 g) in dichloromethane (400 ml) and trimethyl amine (18.8 ml) and maintained for 22 hrs. To this mixture was then added water (400 ml), the dichloromethane layer was separated, washed with water and concentrated under reduced pressure. The residue obtained was purified by using mixture of ethyl acetate and xylene to give venetoclax (31 g)

1235865-77-6, As the paragraph descriping shows that 1235865-77-6 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; RAJPUT, Lalitkumar, Dilipsing; VYAVHARE, Vasant, Chhabu; SHIVDAVKAR, Radhakrishna, Bhikaji; SUDRIK, Yuvraj, Dadasaheb; MITRA, Rangan; GOKHALE, Sangram; GOHEL, Sunilkumar, Vinubhai; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal; (54 pag.)WO2018/225043; (2018); A1;,
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25057-77-6, 1,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Palladium(II) acetate (0.112 g, 0.50 mmol) was added to a mixture of ethyl 5-bromothiophene-2-carboxylate (0.571 g, 5 mmol), 1,2-dimethyl-piperazine (1.175 g, 5 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.311 g, 0.50 mmol) and cesium carbonate (2.281 g, 7.00 mmol) in toluene (50.0 ml) at 20 C. under nitrogen. The resulting suspension was stirred at 110 C. for 23 h. The crude product was purified by ion exchange chromatography, using a SCX2 column. The crude material was dissolved in methanol and then applied to the column. The desired product was eluted from the column using 2M NH3 in methanol and pure fractions were evaporated to dryness to afford the crude product as a brown oil. This material was further purified by silica column chromatography, eluting with a gradient of 1 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford ethyl 5-(3,4-dimethylpiperazin-1-yl)thiophene-2-carboxylate (0.640 g, 47.7%) as a light brown solid. 1H NMR (399.9 MHz, CDCl3) delta 1.11-1.13 (3H, m), 1.33 (3H, t), 2.24-2.29 (1H, m), 2.33 (3H, s), 2.37-2.44 (1H, m), 2.73 (1H, d), 2.82-2.87 (1H, m), 3.08-3.14 (1H, m), 3.36-3.40 (1H, m), 3.43-3.48 (1H, m), 4.28 (2H, q), 6.01 (1H, d), 7.54 (1H, d) MS: m/z 269 (MH+), 25057-77-6

As the paragraph descriping shows that 25057-77-6 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation No.13: 5-Methoxy-3,6-dihydro-2H-pyrazine-l-carboxylic acid benzyl ester; A solution of benzyl 3-oxopiperazine-l-carboxylate (2.50g, 10.67 mmol) in CH2Cl2 (100 ml) was cooled to 0 0C and treated with Na2CO3 (23.0 g, 217 mmol) for 10 minutes. Neat trimethyloxonium tetrafluoroborate (5.50 g, 37.2 mmol) was added in one portion, then the reaction is allowed to warm to room temperature for 6 hours. The reaction was poured into water (100ml), and the layers were separated. The aqueous layer was re-extracted aqueous with 50ml CH2Cl2 and the combined organic layers were washed with brine (100ml). The organic layer was dried over sodium sulfate, filtered and concentrated to yield 5-methoxy-3,6- dihydro-2H-pyrazine-l -carboxylic acid benzyl ester (2.51g, 95%) as an oil. LCMS (Table 1, Method a) R1 = 3.00 min, m/z 249.24 (M+H)+”; 1H NMR (400 MHz, DMSO-d6) delta 7.36 (m, 5H), 5.16 (s, 2H), 3.96 (s, 2H), 3.68 (s, 3H), 3.54 (s, 2H), 3.47 (m, 2H)

78818-15-2, The synthetic route of 78818-15-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; WO2008/76356; (2008); A1;,
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Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2 O, brine), dried (Na2 SO4) and evaporated to give a gum. This gum was triturated with hexane (*3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2 /ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27percent) and then the desired product (1.2 g, 30percent) as a light pink solid: m.p. 70¡ã-72¡ã C.; IR (KBr) 1690, 1575 cm-1; 1 H nmr (200 MHz, CDCl3) delta8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m,3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H)., 120737-59-9

Big data shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US5300506; (1994); A;,
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Piperazines – an overview | ScienceDirect Topics