Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

130 g of compound C and 89.9 g of material D were added to the reaction flaskCounted as the molar ratio to match the delivery ratio,Compound C was purified) and 1.8 L of methanol,Under the protection of nitrogen, the temperature was stirred to reflux, 1.5-2h after the reaction solution was dissolved, stirring 9-10h, the sample solution for TLC, no compound C was observed, slightly cool to the reaction system by adding 22g25% aqueous ammonia (mass percentage), continue to warm up to reflux for 2h, there is a clear yellow particles solid precipitation, every 2h sampling for HPLC, detected to the compound E residue of less than 0.1%; the end of the reaction slow mixing speed to room temperature (15-20 ), Filtered, 1.2L of water to wash the filter cake, fully dried to dry the dark yellow powder solid, 60 C blast dry to give compound F 170.5g dark brown powder. The molar yield of the Nidanibu free base (Compound F) was 89%, the purity was 99.8%, and the maximum single impurity was less than 0.1%.

262368-30-9, As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference：
Patent; Changzhou Jiade Pharmaceutical Technology Co., Ltd.; Wang Zifu; (7 pag.)CN107011241; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (R)-tert-butyl-3-(hydroxymethyl)piperazine-1-carboxylate (1 g, 4.62 mmol) and imidazole (0.629 g, 9.24 mmol) was dissolved in CH2Cl2 (10 mL). Tert-butylchlorodiphenylsilane (1.18 mL, 5.08 mmol) was added dropwise over 10 minutes. Upon completion of addition, the mixture was stirred at RT for 3 hours. The reaction mixture was diluted with 50 mL of CH2Cl2 and washed with saturated aqueous sodium bicarbonate (3×20 mL), brine (2×20 mL), dried over magnesium sulfate, and concentrated. Purification via silica gel chromatography using 2-10% methanol in CH2Cl2 gave (R)-tert-butyl-3-(O-tert-butyldiphenylsilane)methyl-piperazine-1-carboxylate as a white solid (1.7 g, 81%). 1H NMR (400 MHz, DMSO-d6) delta 7.63-7.61 (m, 5H), 7.48-7.45 (m, 5H), 4.13-3.44 (m, 5H), 2.80 (d, J=11.8 Hz, 2H), 2.66 (d, J=5.7 Hz, 2H), 1.40 (s, 9H), 1.01 (s, 9H). LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)), m/z: M+1 obs=455.5; tR=3.05 min.

278788-66-2, The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Martinborough, Esther; Fanning, Lev T.D.; Sheth, Urvi; Wilson, Dean; Termin, Andreas; Neubert, Timothy; Zimmermann, Nicole; Knoll, Tara; Whitney, Tara; Kawatkar, Arati; Lehsten, Danielle; Stamos, Dean; Zhou, Jinglan; Arumugam, Vijayalaksmi; Gutierrez, Corey; US2008/27067; (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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.,122833-04-9

A solution of the product of EXAMPLE 1F (500 mg, 1.40 mmol), 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (321 mg, 1.68 mmol) and p-toluenesulfonic acid (20 mg, cat.) in n-butanol (10 mL) was heated at 100 C. for 18 hours. After cooling, the mixture was poured into saturated aqueous sodium bicarbonate (100 mL) and the solution was extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 20/1 dichloromethane/methanol to afford the title compound. MS: 272.2 (M/2+H+).

The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; Vasudevan, Anil; Penning, Thomas Dale; Chen, Huanming; Liang, Bo; Wang, Shaohui; Zhao, Zhongqiang; Chai, Dikun; Yang, Leifu; Gao, Yingxiang; Pliushchev, Marina; US2014/171429; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

182181-38-0, 3-Fluoro-4-(piperazin-1-yl)benzonitrile is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,182181-38-0

tert -Butyl 4-(4-nitrophenyl)piperazine-1-carboxylate (XVII: X=H): To a solution of 1-(nitrophenyl)piperazine (20.7,0.1 mol) and triethylamine (21 ml) in dichloromethane (250 ml) at 0-5 C was added dropwise a solution of di-tert-butyldicarbonate in dichloromethane (50 ml). The resulting mixture was stirred at 0-5 C for 2 h and at room temperature for 18 h. Then the reaction mixture was diluted with 100 ml of chloroform, washed with water, brine and dried over sodium sulphate. The solvent was removed under reduced pressure and the residue was triturated with hexane and hexanelethyl acetate mixture to give the title compound as a yellow solid (29 g, 94%). 1H NMR (CDCl3) delta: 1.5 (s, 9H, 3XCH3), 3.43 (t, 4H, 2XCH2), 3.6 (t, 4H, 2XCH2), 6.8 (d, 2H, Ar-H, J=9 Hz), 8.15 (d, 2H, Ar-H, J=9 Hz).

The synthetic route of 182181-38-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Naeja Pharmaceutical Inc.; TAIHO PHARMACEUTICAL CO., LTD.; EP889881; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Weighing 2-methoxy-4 – (4-methyl piperazin-1-yl) aniline (12C) (2.21g, 10mmol), the 100 ml round-bottom flask. N sequentially adding to the reaction bottle, N-dimethylformamide (20 ml), 2, 4, 5-trichloro-pyrimidine (1.83g, 10mmol) and potassium carbonate (1.79g, 13mmol). The reaction temperature is increased to 80 C stirring 4 hours. After cooling to room temperature to be reacted, the reaction solution is poured into ice water (50 ml), the residue is extracted with methylene chloride (100 ml × 2), the combined organic phase with saturated salt water (50 ml × 2), dried anhydrous sodium sulfate, after concentrating under reduced pressure, the residue is separated by silica gel column chromatography (dichloromethane/methanol (v/v) =15:1) to obtain the title of yellow solid product 2,5-dichloro-N-(2-methoxy-4 – (4-methyl piperazin-1-yl) phenyl) pyrimidin-4-amine (12D) (3.4g, yield: 92.5%), 122833-04-9

As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Patent; Four Chuanhaisike Pharmaceutical Co., Ltd.; Li, Yao; Weiy, Onggang; Zang, Guobiao; Li, Guanpeng; Hu, Shihong; (73 pag.)CN105384694; (2016); A;,
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.122323-88-0,Methyl piperazine-2-carboxylate dihydrochloride,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 16 A solution of di-tert-butyl dicarbonate (5.0 g) in dichloromethane (30 ml) is added dropwise, taking one hour at 0 C. while stirring, to a mixture of methyl piperazine-2-carboxylate dihydrochloride (5.0 g), triethylamine (7 g) and dichloromethane (70 ml). The reaction mixture is poured into ice-water and extracted with dichloromethane. The organic layer is washed with water and dried, then the solvent is distilled off under reduced pressure. The residue is purified by means of a silica gel column chromatography (eluent, dichloromethane:acetone:ethanol =5:5:1) to afford methyl 4-tert-butoxycarbonylpiperazine-2-carboxylate as a colorless oily product (4.9 g).

122323-88-0, 122323-88-0 Methyl piperazine-2-carboxylate dihydrochloride 2760425, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Chemical Industries, Ltd.; US4997836; (1991); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

d: Ethyl 4-(4-((4-(tert-butoxycarbonyl)piperazin- 1 -yl)methyl)phenylamino)-2-chloro- 6-methylpyrimidine-5-carboxylate Ethyl 2,4-dichloro-6-methylpyrimidine-5-carboxylate (0.5 g, 2.1 mmol) and tert-butyl 4-(4-aminobenzyl)piperazine-l-carboxylate (0.6 g, 2.06 mmol) were dissolved in NMP and stirred at 0C for 2 hour. The reaction mixture was poured onto water and extracted with EtOAc. The organic layer was washed with water, dried over a2S04 and evaporated under vacuum to get the desired compound (0.62 g). XH NMR (400 MHz, CDC13): delta 10.58 (s, 1H), 7.58 (d, J = 6.4 Hz, 2H), 7.31 (d, J = 6.4 Hz, 2H), 4.45 (q, J = 6.8 Hz, 2H), 3.56 (s, 2H), 3.41 (m, 4H), 2.69 (s, 3H), 2.47 (m, 4H), 1.45 (s, 9H), 1.43 (t, J = 6.8 Hz, 3H); MS m/z 490.0 (M+l).

304897-49-2, As the paragraph descriping shows that 304897-49-2 is playing an increasingly important role.

Reference：
Patent; ENDO PHARMACEUTICALS INC.; VENKATESAN, Aranapakam; SMITH, Roger, Astbury; HOSAHALLI, Subramanya; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; BASETTI, Vishnu; KUNTU, Karunasree; WO2013/28818; (2013); 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

^-ieri-Butyl 2-methyl-4-(pyridin-2-yl)piperazine-l-carboxylateTo a solution of ieri-butyl (25)-2-methylpiperazine-l-carboxylate (8 g, 39.94 mmol) in DMSO (25 ml) was added 2-bromopyridine (6.594 g, 41.74 mmol), and DIEA (15.48 g, 119.78 mmol). After stirring 2 days at 120C, the resulting solution was quenched by the addition of DCM (200 ml), washed with water (3 x 300 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a residue, which was purified via silica gel chromatography (3% ethyl acetate in petroleum ether) to afford (S)-tert- butyl 2-methyl-4-(pyridin-2-yl)piperazine-l-carboxylate as a red oil (5.2 g, 47%).LC/MS (ES, m/z): [M+H]+ 278.0’H-NMR (300 MHz, CDC13) delta 8.18 – 8.20 (t, J = 1.8 Hz, 1H), 7.46 – 7.52 (m, 1H), 6.60 – 6.64 (m, 2H), 4.33 – 4.35 (m, 1H), 4.08 – 4.15 (m, 1H), 3.91 – 4.00 (m, 2H), 3.19 – 3.31 (m, 2H), 2.92 – 3.01 (m, 1H), 1.50 (s, 9H), 1.27 – 1.30 (t, / = 4.5 Hz, 3H)

169447-70-5, Big data shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C.; WO2012/119046; (2012); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

692058-21-2,692058-21-2, 1-Boc-4-(2,2,2-trifluoroethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-1-carboxylate (253 mg, 0.94 mmol) was dissolve in DCM (9 mL) and a solution of 4 M HCI in dioxane (4.72 mL, 18.9 mmol) was added. The reaction was stirred 3 h at rt. The product was then concentrated in vacuum and co evaporated with DCM 3 times, affording the title compound (200 mg, 0.977 mmol, 100%) as beige solid.

The synthetic route of 692058-21-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, Arshad, M.; CIBLAT, Stephane; DERY, Martin; CONSTANTINEUA-FORGET, Lea; GRAND-MAITRE, Chantal; BRUNEAU-LATOUR, Nicolas; SHIPPS, Gerald, W.; COOPER, Alan, B.; OZA, Vibha; KOSTURA, Matthew, W.; LUTHER, Michael; LEVINE, Jedd; (174 pag.)WO2018/102453; (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.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

A solution of 4-(4-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.3 g, 4.47 mmol) in THF (50 mL) was mixed with LAH (0.7 g, 17.87 mmol) and stirred at reflux for 14 h. The reaction was quenched at room temperature by adding KOH aqueous (14 N, 20 mL). The supernatant was decanted and combined with DCM washings, then diluted with water (50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration using a rotary evaporator to give [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 89%). To a solution of DMSO (0.56 mL, 7.96 mmol) in DCM (50 mL) at -78 C. was added oxalyl chloride (0.7 mL, 7.96 mmol) and the resulting mixture was stirred at -78 C. for 0.5 h. A solution of [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 3.98 mmol) in DCM (20 mL) was slowly added. The reaction was stirred at -78 C. for 1.5 h. Triethylamine (1.7 mL, 11.94 mmol) was added and the reaction was allowed to gradually warm up to room temperature. After stirring for 4 h the reaction was quenched by adding sodium bicarbonate aqueous (1 N, 50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration to afford a residue, which was further purified by column chromatography to yield 4-(4-methyl-piperazin-1-yl)-benzaldehyde (0.5 g, 61%).5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one was synthesized from 2-amino-4,6-dimethoxybenzamide and 4-(4-methyl-piperazin-1-yl)-benzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one (120 mg, 41%) was converted to the corresponding hydrochloride (a yellow solid). Selected data: MS (m/z): 381.11; MP 252.4-254.2 C. (di-hydrochloride).

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics