Category: 16154-72-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

[00499] A mixture of 6-chloro-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxylic acid (100 mg, 0.27 mmol), 3-chloro-4-(4-methylpiperazin-1-yl)benzenamine (122 mg, 0.54 mmol), HATU (156 mg, 0.41 mmol), Et3N (136 mg, 1.35 mmol) in DMF (5 mL) was stirred for 16 h at rt. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (20 mL). The organic phase was washed water (10 mL x 2), and brine (10 mL), dried (Na2S04), filtered and concentrated in vacuo and the residue was purified by prep-HPLC (0.01%TFA) to afford 6-chloro-N-(3-chloro- 4-(4-methylpiperazin-1-yl)phenyl)-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxamid (TFA salt) I-lll (56.0 mg, 0.08 mmol, 30%) as a white solid. ESI-MS (EI+ m/z): 581.0 [M+H]+. 1H MR (500 MHz, DMSO) delta 12.32 (d, J= 1.5 Hz, 1H), 10.41 (s, 1H), 9.86 (s, 1H), 7.96 (d, J= 2.5 Hz, 1H), 7.77 (d, J= 2.5 Hz, 1H), 7.71 (dd, J= 8.5 Hz, J= 2 Hz, 1H), 7.63 (s, 1H), 7.31-7.25 (m, 3H), 6.72 (d, J= 8.5 Hz, 1H), 3.52 (s, 2H), 3.49 (s, 2H), 3.24 (s, 2H), 3.00 (s, 2H), 2.88 (s, 3H)., 16154-72-6

The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; MAHONEY, Sarah; MOLZ, Lisa; NARAYAN, Sridhar; SAIAH, Eddine; (516 pag.)WO2018/191146; (2018); 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.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

To a solution of 3.0 g (13.3 mmol) OF 4- (3-CHLORO-4-METHYLPIPERAZIN-1-YL) aniline and 2.22 mL (16.0 mmol) of triethylamine in 36 mL of dichloromethane, 6.0 g (15.3 mmol) of 1, 3-bis (TERT-BUTOXYCARBONYL)-2-TRIFLUOROMETHANESULFONYLGUANIDINE were added. The reaction mixture was stirred at room temperature for 72 hours. The solution was diluted with FURTHER dichloromethane, washed with water and the solvent dried over NA2S04 and evaporated in vacuo. The residue was purified by chromatography on a silica gel column (eluant dichloromethane/methanol 92/8) giving 5.4 g (86.2% yield) of a protected intermediate, that was treated with 60 mL OF 4 N HC1 in dioxane. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, the residue redissolved in water, the resulting solution neutralized and the product extracted with ethyl acetate. The solvent was removed under reduced pressure to give 2.4 g (78.7% yield) of the title compound. H NMR (400 MHz, DMSO-d6) 8 ppm 2.23 (s, 3 H) 2.48 (m, 4 H) 2.90 (m, 4 H) 5.38 (bs, 4 H) 6.72 (dd, J2. 44,8. 42 Hz, 1 H) 6.82 (d, J2. 44, 1 H) 7.01 (d, J8. 42 Hz, 1 H).

16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.

Reference：
Patent; PHARMACIA ITALIA S.P.A.; WO2004/104007; (2004); 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.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

To a solution of 3.0 g (13.3 mmol) OF 4- (3-CHLORO-4-METHYLPIPERAZIN-1-YL) aniline and 2.22 mL (16.0 mmol) of triethylamine in 36 mL of dichloromethane, 6.0 g (15.3 mmol) of 1, 3-bis (TERT-BUTOXYCARBONYL)-2-TRIFLUOROMETHANESULFONYLGUANIDINE were added. The reaction mixture was stirred at room temperature for 72 hours. The solution was diluted with FURTHER dichloromethane, washed with water and the solvent dried over NA2S04 and evaporated in vacuo. The residue was purified by chromatography on a silica gel column (eluant dichloromethane/methanol 92/8) giving 5.4 g (86.2% yield) of a protected intermediate, that was treated with 60 mL OF 4 N HC1 in dioxane. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, the residue redissolved in water, the resulting solution neutralized and the product extracted with ethyl acetate. The solvent was removed under reduced pressure to give 2.4 g (78.7% yield) of the title compound. H NMR (400 MHz, DMSO-d6) 8 ppm 2.23 (s, 3 H) 2.48 (m, 4 H) 2.90 (m, 4 H) 5.38 (bs, 4 H) 6.72 (dd, J2. 44,8. 42 Hz, 1 H) 6.82 (d, J2. 44, 1 H) 7.01 (d, J8. 42 Hz, 1 H).

16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.

Reference：
Patent; PHARMACIA ITALIA S.P.A.; WO2004/104007; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

16154-72-6, 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of compound 10a (155mg, 0.4mmol) and 3-chloro-4-fluoroaniline (70mg, 0.48mmol) in isopropanol (6mL) was stirred for 24h. After cooled to room temperature, the mixture was filtered and washed with chill isopropanol (3mL) and the residue was treated with aqueous NaHCO3 (10mL) and extracted with EtOAc/MeOH (20:1, 20mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. Purified by silica-gel column chromatography (DCM/MeOH, 100/1), Rf=0.23. Drying gave 163mg (yield, 82.3%) of the title compound as white solid;

16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.

Reference：
Article; Yin, Siyuan; Tang, Chunming; Wang, Bin; Zhang, Ying; Zhou, Liliang; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 26 – 36;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

16154-72-6, 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 4-anilino-pyrimidine intermediate 3 (50 mg, 1.0 equiv.), the corresponding aniline B-ring aniline (1.0 equiv.), 2 drops of 4 M HC1, and EtOH (1 mL) was heated in a microwave reactor at 100 C for 1 h. Sodium bicarbonate (ca. 100 mg) was added to the mixture, stirred for 30 min at room temperature, and concentrated under reduced pressure. Unless otherwise mentioned, all products were purified via column chromatography using DCM/MeOH (0-10%).

16154-72-6, The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); 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.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 10b (137mg, 0.4mmol) and 3-chloro-4-fluoroaniline (70mg, 0.48mmol) in isopropanol (6mL) was stirred for 12h. After cooled to room temperature, the mixture was filtered and washed with chill isopropanol (3mL) and the residue was treated with aqueous NaHCO3 (10mL) and extracted with EtOAc/MeOH (20:1, 20mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. Purified by silica-gel column chromatography (DCM/MeOH, 100/1), Rf=0.23. Drying gave 154mg (yield, 85.6%) of the title compound as white solid;, 16154-72-6

16154-72-6 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine 820343, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Yin, Siyuan; Tang, Chunming; Wang, Bin; Zhang, Ying; Zhou, Liliang; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 26 – 36;,
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.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

General procedure: Method y: A mixture of 4-anilino-pyrimidine intermediate 3 (50 mg, 1.0 equiv.), the corresponding aniline B-ring aniline (1.0 equiv.), 2 drops of 4 M HC1, and EtOH (1 mL) was heated in a microwave reactor at 100 C for 1 h. Sodium bicarbonate (ca. 100 mg) was added to the mixture, stirred for 30 min at room temperature, and concentrated under reduced pressure. Unless otherwise mentioned, all products were purified via column chromatography using DCM/MeOH (0-10%).

16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

16154-72-6, 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To obtain the title compound of Example 31 , 5-(2-chloro-4-pyrimidinyl)-lambda/-ethyl-4-[3- methyl-5-(methyloxy)phenyl]-1 ,3-thiazol-2-amine (0.066 g, 0.183 mmol), prepared by a procedure analogous to Example 25, Step F, and [3-chloro-4-(4-methyl-1- piperazinyl)phenyl]amine (0.041 g, 0.183 mmol) were combined with iPrOH (2 ml.) and concentrated HCI (2 drops) in a microwave vial. The reaction was heated to 18O0C for 20 min in the microwave then cooled to rt. TEA (approx. 0.1 ml.) and silica gel were combined with the reaction and the resulting mixture was concentrated to dryness and subsequently adhered to silica gel. Column chromatography using EtOAc, MeOH, and NH4OH yielded fractions which were concentrated to dryness. This material was then further purified on a reverse phase acidic HPLC. The resulting fractions were free-based via extraction and concentrated to dryness to yield 35 mg of the title compound of Example 31 (35%Y). 1H NMR (400 MHz,DMSO-d6) delta 9.51 (s, 1 H), 8.25 (t, J = 5.4 Hz, 1 H), 8.07 (d, J = 5.6 Hz, 1 H), 8.03 (d, J = 2.5 Hz, 1 H), 7.54 (dd, J = 8.8, 2.6 Hz, 1 H), 7.06 (d, J = 8.9 Hz, 1 H), 6.88 (s, 1 H), 6.82 (d, J = 9.7 Hz, 2 H), 6.29 (d, J = 5.5 Hz, 1 H), 3.72 (s, 3 H), 3.28 (m, 2 H), 2.91 (br, 4 H), 2.48 (m, 4 H), 2.30 (s, 3 H), 2.23 (s, 3 H), 1.19 (t, J = 7.0 Hz, 3 H). HRMS C28H33N7OSCI (M+H)+ calcd 550.2156, found 550.2167.

16154-72-6, The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics