Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

13889-98-0, Example 83 1-acetyl-4-{[2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-4-yl]methyl}piperazine To a solution of 2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-4-carbaldehyde (170 mg) in 1,2-dichloroethane (5 mL) was added 1-acetylpiperazine (115 mg), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added sodium triacetoxyborohydride (250 mg), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the title compound (180 mg, yield 85%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-methanol (19:1, volume ratio). MS:551(MH+). 1H NMR (300 MHz, CDCl3) delta1.29 – 1.50 (3 H, m), 1.54 – 1.60 (1 H, m), 1.82 – 1.97 (1 H, m), 2.08 (3 H, s), 2.36 – 2.50 (4 H, m), 3.04 (3 H, s), 3.20 – 3.37 (2 H, m), 3.40 – 3.53 (4 H, m), 3.58 – 3.69 (2 H, m), 3.86 – 3.99 (2 H, m), 4.14 – 4.22 (1 H, m), 6.15 (1 H, t, J=3.0 Hz), 6.59 – 6.72 (1 H, m), 6.93 – 7.06 (1 H, m), 7.36 – 7.53 (3 H, m), 7.87 (2 H, d, J=8.3 Hz), 8.32 (1 H, d, J=4.5 Hz), 9.28 (1 H, brs).

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); 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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Step AF.1 : 4-[3-(4-Chloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutylmethy.]-1-methyl- piperazin-2-oneMethylpiperazin-2-one HCI salt (290 mg, 1.2832 mmol), 3-(4-Chloro-5-iodo-pyrrolo[2,3- d]pyrimidin-7-yl)-cyclobutanecarbaldehyde (Step AF.2, 265 mg, 0.733 mmol), and DIPEA (1.306 mL, 7.33 mmol) were dissolved in 1,2-dichloroethane (32 mL) and stirred at RT for 45 min. After adding NaBH(OAc)3 (409 mg, 1.832 mmol) the reaction mixture was stirred for 35 min at RT. Then, concentrated NaHC03 solution (50 mL) was added and the reaction mixture was extracted with DCM ( 40 mL, 4 x). The combined organic phases were washed with brine (10 mL), dried (Na2S04), and the solvent was evaporated, the resulting residue was purified by means of a Sepacore Control chromatographer (Buchi, Flawil, Switzerland) using RediSept silica gel column (12 g) (30 mL min; DCM: 10 min, DCM -> DCM/MeOH/NH3(99.45:0.5 :05) in 30 min) yielding the title compound as white solid. HPLC (Method B) tRel = 1.724 min. HPLC/MS tR = 0.52 min, M+H = 441.1. 1H NMR (600 MHz, DMSO-d6) delta ppm 8.16 (s, 1H), 7.74 (s, 1H), 6.15 (s/b, 2H), 5.00 (quintet, 1H), 3.26 (t, 2H), 2.95 (s, 2H), 2.78 (s, 3H), 2.65 (t, 2H), 2.56 (t, 2H), 2.50/2.15 (m/m, 2H/2H), 2.29 (m, 1H).

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; NOVARTIS AG; IRM LLC, a Delaware Limited Liability Company; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; VAUPEL, Andrea; WO2011/64211; (2011); 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of the product from the previous step (150 mg, 0.41 mmol) in CH2CI2 (5 mL) was added in portions Et3N (126 mg, 1.25 mmol), followed by the addition in portions of l-(2,4-difluorophenyl)piperazine (82 mg, 0.41 mmol, 1.00 equiv). The resulting solution was stirred for 16 h at rt, then quenched by the addition of 15 mL H20 and extracted with 2×30 mL of EtOAc. The combined organic layers were concentrated under vacuum to afford 170 mg (92%) of the title compound as an off-white solid. LC-MS: (ES, m/z) 448

115761-79-0, 115761-79-0 1-(2,4-Difluorophenyl)piperazine 2734637, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna, L.; BLITZER, Jeremy; (242 pag.)WO2019/140188; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

59878-57-8, To a stirred suspension of 4-(bromomethyl)pyridin-2-amine hydrobromide (10.0 g, 37.3 mmol)in acetonitrile (75 mL) was added potassium carbonate (16.0 g, 116 mmol) andcyc?opropyl(piperazin-1-yl)methanone (6.10 g, 39.6 mmol) (CAS-RN 59878-57-8) The mixture was stirred at 75 C for 2 h. Direct silicagel chro matography of the reaction mixture gave a solid which was triturated with ether to give 7.20 g (74 % yield) of the title compound. LC-MS (Method 5): Rt = 0.14 mm; MS (ESIpos): m/z = 261 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 0.655 (0.49), 0.667 (1.47), 0.674 (3.50), 0.680 (2.08),0.687 (1.70), 0.694 (4.26), 0.699 (3.30), 0.705 (3.66), 0.712 (3.58), 0.717 (4.34), 0.724 (1.98),0.737 (0.54), 1.905 (0.42), 1.917 (0.87), 1.924 (0.93), 1.928 (0.69), 1.936 (1.55), 1.942 (0.73),1.948 (0.90), 1.956 (0.83), 2.304 (1.43), 2.376 (1.45), 2.490 (0.57), 2.495 (1.18), 2.500 (1.61),2.504 (1.18), 2.509 (0.57), 3.332 (16.00), 3.355 (0.68), 3.462 (1.29), 3.599 (0.53), 3.615 (0.43),3.661 (1.28), 5.805 (4.16), 6.408 (3.74), 6.428 (2.21), 6.431 (1.88), 6.441 (2.19), 6.444 (1.89),7.815 (2.34), 7.828 (2.29).

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference：
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (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.13484-40-7,1-(2-Methoxyethyl)piperazine,as a common compound, the synthetic route is as follows.

Synthesis of N-[3-(4-{[4-(2-methoxyethyl)piperazinyI]methyl}phenyl)-4- oxoindeno[2,3-d]pyrazol-5-yl](morpholin-4-ylamino)carboxamide dihydrochloride (compound B16):Acetic acid (5.76 g, 96 mmole) was added to a suspension of aldehyde (10 g, 24 mmole) and piperazine (6.91 g, 48 mmole) in NMP (150 mL). The reaction was stirred at room temp for 16h then treated with NaB(OAc)3H (12.7 g, 60 mmole). The reaction was stirred at room temp for 2Oh during which time the reaction becomes very viscous. IN NaOH (200 mL) was then added and the reaction was stirred for Ih. The reaction was then poured onto H2O (750 mL) and filtered. The solid was washed with H2O (2 x 350 mL), EtOH (100 mL), and Et2O (200 mL). The solid was then dried under vacuum to yield the desired amine as the free base (9.98 g, 76%). The free base was then suspended in EtOH (200 mL) and heated to boiling. The suspension was then treated with 4N HCl in dioxane (15 mL). The suspension clears then after ~15 min, a thick precipitate forms. Additional EtOH (200 mL) was added to facilitate stirring. Once the suspension cooled to room temp, it was filtered and the solid was washed with EtOH (200 mL) and Et2O (200 mL). The solid was then dried under vacuum to yield the desired bis-hydrochloride salt (10.3 g) designated compound B 16.

13484-40-7, 13484-40-7 1-(2-Methoxyethyl)piperazine 2734638, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GPC BIOTECH, INC.; WO2006/2119; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Other examples are summarized in the following table:, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

EXAMPLE 16; Example 16A. 1.1.1 -trifluoro-2-f4-( ((2R)-2-methyl-4-r2-f trifluoromethvDphenyl’lpiperazin- 1 – yl 1 sulfonvOphenyl’lpropan-sigma-ol; Step 16A; A mixture of (R)-2-methyl-piperazine (300 mg, 2.99 mmol), 2-bromo benzotrifluoride (612 mg, 2.72 mmol), tris(dibenzylidineacetone)dipalldium (0) (24.72 mg, 0.027 mmol), rac-2,2′-bis(diphenylphosphino)-l,l’-binaphtyl (51.06 mg, 0.082 mmol) and sodium tert- butoxide (326.77 mg, 3.4 mmol) were charged to a microwave vial. Toluene (3.0 mL) was introduced under nitrogen atmosphere and the reaction mixture was irradiated at 1 1O0C for 30 minutes. Reaction was complete as determined by TLC. The reaction was repeated at (R)-2- methyl-piperazine (1.0 g, 9.98 mmol). Reaction mixtures were combined, diluted with dichloromethane, washed with water, saturated brine then dried over Na2SO4 and concentrated. The crude product was purified via flash column chromatography to yield (R)-3-methyI-l -(2- trifluoromethyl-phenyO-piperazine as yellow oil (1.23 g, 39.6percent yield). IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.07 (d, J=6.32 Hz, 3 H) 2.41 – 2.51 (m, 1 H) 2.74 – 2.84 (m, 1 H) 2.90 – 2.98 (m, 2 H) 3.00 – 3.13 (m, 3 H) 7.18 – 7.25 (m, 1 H) 7.35 (d, J=8.08 Hz, 1 H) 7.47 – 7.55 (m, 1 H) 7.62 (d, J=7.83 Hz, 1 H).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; WYETH; WO2007/92435; (2007); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of 2-chloro-5-nitropyridine (2.5g, 15.7mmol) in THF (25mL), are added1 -isopropylpiperazine (2.01g, 15.7mmol) and K2CO3 (3.25g, 23.6mmol). The reaction mixture is stirred at 5O0C for 4 hours and then at 7O0C overnight. The solvent is removed in vacuo and the resultant orange solid is triturated using 10:1 petroleum ether-diethyl ether. The isolated compound (3.7g, 94percent) is used in the next step without further purification.

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

Reference：
Patent; GALAPAGOS N.V.; WO2007/138072; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (50 mg, 0.13 mmol) , 1- (2, 4-difluorophenyl) piperazine (25 mg, 0.13 mmol) , HATU (59 mg, 0.16 mmol) and DIEA (33 mg, 0.26 mmol) in DMF (5 mL) was stirred at rt for 2 hrs. The solution was added with water (10 mL) , extracted with ethyl acetate (10 mL) and washed with brine (10 mL) . The organic layer was dried, concentrated and purified by column chromatography (PE: EA = 2: 1) and preparative TLC (DCM: MeOH = 20: 1) to get the desired product (20 mg, 28%) .1H NMR (400 MHz, DMSO-d6) delta 8.31 (s, 1H) , 8.08 (br. s, 2H) , 7.95 (d, J = 4.0Hz, 1H) , 7.30-7.11 (m, 7H) , 6.92-6.86 (m, 2H) , 6.74 (d, J = 4.0Hz, 1H) , 3.71 (br. s, 2H) , 3.45-3.40 (m, 2H) , 3.16-2.90 (m, 4H) , 2.35 (s, 3H) ppm. MS: M/e 570 (M+1)+

115761-79-0, The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BEIGENE, LTD.; ZHANG, Guoliang; SUN, Hanzi; ZHOU, Changyou; (253 pag.)WO2020/20097; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

934-98-5, 2-(4-Methylpiperazin-1-yl)ethanamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ethyl (7R,20S)-18-chloro-1-(4-fluorophenyl)-10-[(4-methoxyphenyl)methoxy]-19-methyl-15-[2-(4-methylpiperazin-1-yl)ethyl]-7,8,15,16-tetrahydro-14H-17,20-etheno-13,9-(metheno)-6-oxa-2-thia-3,5,15-triazacyclooctadeca[1,2,3-cd]indene-7-carboxylate To a mixture of Example 65K (8.8 g) in a mixture of anhydrous dichloromethane (100 mL) and acetic acid (20 mL) was added 2-(4-methylpiperazin-1-yl)ethanamine (3.16 g). The mixture was stirred at room temperature for 1 hour before sodium triacetoxyborohydride (7.02 g) was added. The reaction mixture was stirred at room temperature overnight. The volatiles were removed by rotary evaporation, and the residue was dissolved in tetrahydrofuran (45 mL) and water (7.5 mL). The mixture was cooled to 0° C., and trifluoracetic acid (45 mL) was added. After the addition, the cooling bath was removed, and the mixture was stirred at room temperature for 4 hours. The mixture was diluted with ethyl acetate. The mixture was washed with a pre-cooled diluted sodium hydroxide mixture (contained about 60 mL of 50percent sodium hydroxide, pH 10) and brine. The organic phase was concentrated. The residual intermediate was dissolved in anhydrous dichloromethane (100 mL). Anhydrous magnesium sulfate (25 g) was added. The mixture was stirred at room temperature overnight before sodium triacetoxyborohydride (7.02 g) was added. The reaction mixture was stirred at room temperature for 4 hours. The mixture was filtered, and the filtrate was directly purified by silica gel chromatography (0-20percent methanol containing 3percent ammonium hydroxide in dichloromethane) to provide the title compound. MS (ESI) m/z 850 (M+H)+., 934-98-5

As the paragraph descriping shows that 934-98-5 is playing an increasingly important role.

Reference：
Patent; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics