Analyzing the synthesis route of 216144-45-5

216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, 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.216144-45-5,4-(4-Methylpiperazin-1-yl)benzylamine,as a common compound, the synthetic route is as follows.

Examples 52 to 79a) The derivatives of Examples 52 to 79 were prepared in parallel synthesis in the following manner:A solution of 100 mg of 2-[(phenoxycarbonyl)amino]-1,3-benzothiazol-6-yl 2,6-dichlorobenzenesulfonate in 1 cm3 of tetrahydrofuran is placed in each tube of a Stem, with stirring. To each tube is added 1 equivalent of amine and 0.279 cm3 of triethylamine in cases 66 and 79; the mixture is then stirred for about 18 hours at a temperature in the region of 20 C. 5 cm3 of dichloromethane and 3 cm3 of aqueous 0.1N sodium hydroxide solution are added to each tube. After stirring for about 2 minutes, the aqueous phase is removed; 3 cm3 of water are added and, after stirring for 2 minutes, the aqueous phase is removed and this operation is repeated. The organic phase is dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residues are purified by flash chromatography on a column of silica and the following compounds are obtained:, 216144-45-5

216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AVENTIS PHARMA S.A.; US2008/194555; (2008); A1;,
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Downstream synthetic route of 216144-45-5

216144-45-5, The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2806-(2 , 3-dimethylphenyl)-4-N-{[4-(4-methylpi perazin-1 -yl)phenyl]methyl}pyrim idine2,4-diamine.A mixture of 4-chloro-6-(2,3-dimethylphenyl)pyrimidin-2-amine (23 mg, 0.10mmol), [4-(4-methylpiperazin-1-yl)phenyl]methanamine (29 mg, 0.14 mmol) andHunig?s base (35 pL, 0.20 mmol) in n-butanol (1.5 mL) was heated in a sealed tube at 85C overnight. The reaction mixture was concentrated and purified by preparative H PLC. LCMS [M+H] 403.

216144-45-5, The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
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Brief introduction of 216144-45-5

216144-45-5, 216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, apiperazines compound, is more and more widely used in various fields.

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6b (1 eq.) in isopropanol the amine 11 (2.5eq.) and DIPEA (4eq.) wereadded. The reaction mixture was refluxed for 2h. After that time, isopropanolwas evaporated under reduced pressure. The resulting residue was dissolved withEtOAc, washed with water and finally with an aqueous solution of ammoniumchloride. The organic phase was evaporated under reduced pressure. The residuewas purified by flash chromatography on silica gel (CH2Cl2:MeOH98:2) to give the desired compound 10bin 76% yield. 1H NMR (400 MHz, CDCl3): delta(ppm) 2.28 (s,3H); 2.51 (t, J=8, 4H); 3.14 (t, J=8, 4H); 4.63-4.71 (m, 3H); 4.82-4.88 (m,1H); 5.44 (t, J=8, 1H); 6.84 (d, J=8, 2H); 7.18-7.30 (m, 6H); 7.74 (s, 1H);8.28 (s, 1H). 13C NMR (200 MHz, CDCl3): delta(ppm) 46.66;48.79; 54.94; 58.60; 116.21; 128.80; 128.92; 132.84; 134.86; 150-34; 155.47.MS: m/z 497 [M+H]+. Anal. Calcd. for C25H27Cl2N7:C, 60.48; H, 5.48; N, 19.75; found: C, 60.28; H, 5.17; N, 19.25.

216144-45-5, 216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Radi, Marco; Bernardo, Vincenzo; Vignaroli, Giulia; Brai, Annalaura; Biava, Mariangela; Schenone, Silvia; Botta, Maurizio; Tetrahedron Letters; vol. 54; 38; (2013); p. 5204 – 5206;,
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Simple exploration of 216144-45-5

216144-45-5, As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13 N2-[4-(dimethylphosphoryl)phenyl]-N4-[4-(4-methylpiperazin-1-yl)benzyl]-5-(trifluoromethyl)pyrimidine-2,4-diamine (0427) (0428) To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine (prepared as in Example 1: 40 mg, 0.12 mmol) in 2 mL of ethanol was added 50 muL of triethylamine and 4-(4-methylpiperazine)-benzylamine (24 mg, 0.12 mmol). The mixture was microwave at 120 degrees for 20 minutes. The reaction mixture was filtered through a syringe filter and purified by prep-HPLC (Waters Sunfire C18 column with ACN/water mobile phases) to yield a white solid as product (21 mg, 73% yield.) MS/ES+: m/z=519

216144-45-5, As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
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Downstream synthetic route of 216144-45-5

The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The product (O from step 1 (190.00 mg, 369.21 muiotaetaomicronIota, 1.5 eq.) was taken in a flask along with DMF as a solvent. (4-(4-methylpiperazin-l-yl)phenyl)methanamine (50.53 mg, 246.14 muiotatauiotaomicronIota, 1 eq.), HOBT (66.52 mg, 492.28 muiotaetaomicronIota, 2 eq.), and DIC (66.70 muIota_, 430.75 muiotatauiotaomicronIota, 1.75 eq.) were added respectively at room temperature and stirred under N2. After 5 hours, the reaction was finished. The solution was quenched with water and then extracted with ethyl acetate. The organic layer was combined and dried with anhydrous MgS04 and concentrated in vacuo. The crude solid was purified through column chromatography using silica gel and dichloromethane: methanol (upto 3%) as an eluent. The product, 17, was a yellow solid with 80% yield. (0277) FT-IR (Neat) : v (cm”1) = 2930, 2849, 1736, 1698, 1693, 1655, 1650, 1632, 1603, 1561, 1537, 1503, 1440, 1380, 1349, 1327, 1239, 1177; 1H-NMR (400 MHz, CDCI3) : delta ppm 7.76 -7.83 (m, 2H), 7.58 – 7.61 (m, 1H), 7.21 – 7.31 (m, 4H), 6.95 – 7.01 (m, 2H), 6.91 (d, J = 8.56 Hz, 2H), 6.71 – 6.77 (m, 2H), 6.32 (br. s., NH), 4.50 (d, J = 5.54 Hz, 2H), 3.90 (s, 3H), 3.17 – 3.26 (m, 8H), 2.98 (s, 3H), 2.56 – 2.62 (m, 4H), 2.34 – 2.38 (m, 3H), 1.58 – 1.73 (m, 6H); 13C-NMR (100 MHz, CDCI3) : delta 166.25, 160.35, 153.25, 152.58 (2C), 150.88, 145.07, 136.15, 131.63, 131.11, 130.06 (2C), 129.31, 129.15, 128.26, 127.36, 125.91, 124.15, 119.52 (2C), 116.16 (2C), 114.38 (2C), 54.94 (2C), 52.12 (2C), 49.13, 48.86, 46.02, 43.67, 37.47, 31.72, 25.46 (2C), 24.25; HRMS-ESI (m/z) : calcd. for C37H43N505S2 = 701.2706, found = 701.2772., 216144-45-5

The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KING’S COLLEGE LONDON; THURSTON, David Edwin; KHONDAKER, Mirazur Rahman; JAMSHIDI, Shirin; NAHAR, Kazi Sharmin; (77 pag.)WO2019/30538; (2019); A1;,
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New learning discoveries about 216144-45-5

216144-45-5, The synthetic route of 216144-45-5 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.216144-45-5,4-(4-Methylpiperazin-1-yl)benzylamine,as a common compound, the synthetic route is as follows.

A solution of 4-(2,4-dichloro-phenyl)-1H-pyrazole-3-carboxylic acid (70 mg; 0.27 mmol), 4-(4-methyl-piperazin- 1-yl)-benzylamine (62 mg; 0.3 mmol), EDAC (63 mg; 0.33 mmol) and HOBt (45 mg; 0.33 mmol) in 5 ml of DMF was stirred at room temperature for 48 hours. The reaction was evaporated and the residue partitioned between ethyl acetate and brine. The ethyl acetate layer was separated, dried (MgSO4), filtered, evaporated then dried further under vacuum to give 34 mg of 4-(2,4-dichloro-phenyl)-1H-pyrazole-3-carboxylic acid 4-(4- methyl-piperazin-1-yl)-benzylamide. (LC/MS: Rt 2.42 [M+H]+444).

216144-45-5, The synthetic route of 216144-45-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77424; (2006); A1;; ; Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77428; (2006); A1;,
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Some tips on 216144-45-5

As the paragraph descriping shows that 216144-45-5 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.216144-45-5,4-(4-Methylpiperazin-1-yl)benzylamine,as a common compound, the synthetic route is as follows.

[0240] Example 23: Synthesis of 2-[Benzenesulfonyl-(2-chloro-5-trifluoromethyl-phenyl)- amino]-N-[4-(4-methyl-piperazin-l-yl)-benzyl]-acetamide. [0241] To a stirred mixture of 2-(N-(2-chloro-5-(trifluoromethyl)phenyl) phenylsulfonamido)acetic acid (40.3 mg, 0.10 mmol), l-ethyl-3-(3- dimethylaminopropyl)carbodiimide HCl (24.2 mg, 0.13 mmol), and hydroxybenzotriazole (17.6 mg, 0.13 mmol) in methylene chloride (1 mL) was added a solution of (4-(4-methylpiperazin-l- yl)phenyl)methanamine (20 mg, 0.10 mmol) in N,N-dimethylformamide: methylene chloride (0.1 mL : 1 mL). The resulting solution was stirred at room temperature for a week. The mixture was concentrated, purified on silica gel eluted with a gradient of methanol: methylene chloride from 0 : 1 to 1 : 9 to provide the title product (39.2 mg). lU NMR (300 MHz, CDC13): delta 7.64-7.56 (m, 3H), 7.50-7.41 (m, 4H), 7.15-7.12 (m, 1H), 7.11-7.04 (m, 2H), 6.97 (t, = 5.3 Hz, 1H), 6.85-6.78 (m, 2H), 4.30 (d, = 5.3 Hz, 2H), 4.13 (broad s, 2H), 3.18-3.10 (m, 4H), 2.56-2.46 (m, 4H), 2.29 (s, 3H); Calculated for C27H28C1F3N403S, 580.15; observed MS (ESI) (m/z) 581.2 (M + 1)+

As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

Reference£º
Patent; INSTITUTE FOR HEPATITIS AND VIRUS RESEARCH; CUCONATI, Andrea; GUO, Haitao; BLOCK, Timothy M.; GUO, Ju-Tao; XU, Xiaodong; LU, Huagang; CAI, Dawei; WO2013/130703; (2013); A2;,
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Piperazines – an overview | ScienceDirect Topics

Some tips on 216144-45-5

As the paragraph descriping shows that 216144-45-5 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.216144-45-5,4-(4-Methylpiperazin-1-yl)benzylamine,as a common compound, the synthetic route is as follows.

Compound (e) (222.11 mg, 511.45 muiotaetaomicronIota, 1.5 eq.) was taken in a flask along with DMF as a solvent (approx. 1.5 mL per 1 mmol). (4-((4-methylpiperazin-l- yl)methyl)phenyl)methanamine (70 mg, 340.97 muiotaetaomicronIota, 1 eq.), HOBT (92.14 mg, 681.93 muiotatauiotaomicronIota, 2 eq.), and DIC (93.43 muIota_, 596.69 muiotaetaomicronIota, 1.75 eq.) were added respectively at room temperature and under N2. After 18 hours, the reaction was finished. The solution was quenched with water and then extracted with ethyl acetate. The organic layer was combined and dried with anhydrous MgS04 and concentrated in vacuo. The crude solid was purified through column chromatography using silica gel and eluent ethyl acetate and methanol (up to 2%). The product, 32, was obtained as a brown solid with 51% yield. (0153) FT-IR (Neat) : v (cm”1) = 2941, 2797, 1720, 1634, 1548, 1514, 1451, 1435, 1290, 1275, 1174, 1142, 1112; 1H-NMR (400 MHz, CDCI3) : delta ppm 7.98 (d, J = 9.1 Hz, 2H), 7.33 (s, 1H), 7.25 – 7.30 (m, 2H), 7.21 (d, J = 8.6 Hz, 2H), 6.89 (d, J = 8.6 Hz, 2H), 6.40 (t, J = 4.78 Hz, NH), 4.46 (d, J = 5.54 Hz, 2H), 3.91 (s, 3H), 3.33 (s, 3H), 3.18 – 3.24 (m, 4H), 2.55 – 2.62 (m, 4H), 2.36 (s, 3H) ; 13C-NMR (100 MHz, CDCI3) : delta 166.20, 159.32, 151.02, 144.67, 140.53, 136.40, 130.56, 129.23, 129.05, 127.84, 127.52, 127.33, 126.03 (2C), 116.11 (2C), 115.83 (2C), 55.01 (2C), 52.35 (2C), 48.87, 46.12, 43.76, 30.36; HRMS-ESI (m/z) : calcd. for C26H29BrN405S2 = 621.0763, found = 621.0828.

As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

Reference£º
Patent; KING’S COLLEGE LONDON; THURSTON, David Edwin; KHONDAKER, Mirazur Rahman; JAMSHIDI, Shirin; NAHAR, Kazi Sharmin; (77 pag.)WO2019/30538; (2019); A1;,
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Piperazines – an overview | ScienceDirect Topics