Month: May 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The MH1-004 (0.100 g, 0.403 mmol) and 1-boc-4-(4?-aminophenyl)piperazine (0.112 g, 0.403 mmol) were mixed in EtOH (1 ml) in a 5 ml microwave vial, and heated to 150 C for 20 minutes in a microwave, after which a drop of concentrated HCl was added, before returning it to the microwave for a further 20 minutes at 150C. The solid precipitate produced was filtered out of the mixture and washed with a saturated solution of NaHCO3, and the solid product again collected by filtration. The resulting white solid was dried under reduced pressure (0.074 g, 0.190 mmol, 47%). HPLC-MS {m/z 195.2 [(M+2H)/2]2} 97.8% [R = 6.99 mm, Grad. MeOH – water 5-95 (with 0.1% formic acid) 20mm]; ?H NMR (400 MHz, DMSO-d6) oe 8.93 (s, 1H), 7.86 (s, 1H), 7.50 (d, J 9.0 Hz, 2H), 7.00(t, J= 5.7 Hz, 1H), 6.79 (d, J= 9.1 Hz, 2H), 4.10-4.03 (m, 1H), 3.75 (dd, J 13.6, 7.5 Hz, 1H),3.60 (dd, J 14.5, 7.4 Hz, 1H), 3.41 (t, J 6.0 Hz, 3H), 2.96 -2.88 (m, 4H), 2.84 – 2.76 (m,4H), 1.94 – 1.72 (m, 3H), 1.64- 1.53 (m, 1H). LC-MS (ESI+) m/z 389.19 (M+H) HRMS(ESI+) m/z calculated for C,9H26ClN6O (M+H) 389.1851, found, 389.1860.

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate B65: 5-[4-(1 -methylethyl)-1 -piperazinyl]-2-(methyloxy)aniline; Step A/Intermediate B66: 1-(1-methylethyl)-4-[4-(methyloxy)-3- nitrophenyl]piperazine; To an N2 degassed solution of 1 ,4-dioxane (50 mL, Aldrich) was added 4-bromo-1- (methyloxy)-2-nitrobenzene (1.0 g, 4.31 mmol, Aldrich), XANTPHOS (0.74 g, 1.28 mmol, Aldrich), Pd2(dba)3 (0.79 g, 0.86 mmol, Aldrich), Cs2CO3 (2.8 g, 8.63 mmol, Aldrich), and 1-isopropylpiperazine (1.10 g, 8.6 mmol, Oakwood Chemicals). After heating overnight at 9O0C, the reaction was diluted with ethyl acetate (50 ml_), washed with water (50 ml_), organic layer adsorbed to silica gel and purified by column chromatography (dichloromethane to 5percent methanol/dichloromethane) to afford 1-(1-methylethyl)-4-[4-(methyloxy)-3-nitrophenyl]piperazine (0.66 g, 55percent). ESIMS (M+H)+ = 280.

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

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1; 2-tert-Butyl 8-methyl 6-{[(1S,2R)-1-benzyl-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]carbamoyl}-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxylate; The preparation of pentafluorophenyl formate is described in the literature (Lajos Kisfaludy et al., Synthesis 1987, 5, 510).1.1: 1-tert-Butyl 3-methyl 4-formylpiperazine-1,3-dicarboxylate; 10 g of 2-methoxycarbonyl-4-N-tert-butyl piperazine are dissolved in 25 cm3 of dichloromethane under an inert atmosphere at a temperature close to 20 C. The pentafluorophenyl formate solution obtained in the preceding step is added dropwise at a temperature close to 20 C. Stirring is continued for 1 h 30 min after the end of the addition. The reaction mixture is concentrated using a rotary evaporator under reduced pressure (5 kPa). The yellow-orange oil obtained is purified by flash chromatography through a silica cartridge (column: 700 g; particle size: 40-60 mum; flow rate: 80 cm3/min; eluent: 30% cyclohexane/70% ethyl acetate). After concentrating the fractions under reduced pressure (5 kPa), 10.5 g of 1-tert-butyl 3-methyl 4-formylpiperazine-1,3-dicarboxylate are obtained in the form of a pale yellow oil.NMR: for this batch, a 50%-50% resolution of rotamers is observed with:1.38 (s, 4.5H); 1.39 (s, 4.5H); from 2.62 to 2.93 (m, 1.5H); 3.08 (m, 1H); 3.26 (partially masked m, 0.5H); 3.64 (partially masked m, 0.5H); 3.68 (s, 1.5H); 3.69 (s, 1.5H); 3.90 (m, 1H); 4.02 (m, 0.5H); 4.36 (broad d, J=13.5 Hz, 0.5H); 4.42 (broad d, J=13.5 Hz, 0.5H); 4.71 (broad d, J=4.5 Hz, 0.5H); 4.89 (broad d, J=4.5 Hz, 0.5H); 8.09 (s, 0.5H); 8.16 (s, 0.5H).

129799-08-2, As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference：
Patent; SANOFI-AVENTIS; US2010/197668; (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.548762-66-9,(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-(chloro(4-fluorophenyl)methyl)-4-fluoro-2-methoxybenzene (200 mg, 0.744 mmol) in acetonitrile (5 mL) were added tert-butyl (2S,5R)-2,5- dimethylpiperazine-1-carboxylate (239 mg, 1.117 mmol) and DIPEA (0.390 mL, 2.233 mmol). The reaction mixture was heated to 80 C for 4 h. The reaction mixture was diluted with water and extracted twice with ethyl acetate (20 mL). The organic layer was separated and dried over Na2SO4 and evaporated to dryness to yield tert-butyl (2S,5R)-4- ((4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl)-2,5-dimethylpiperazine-1- carboxylate (160 mg, 39.5 % yield) as an off-white solid; LCMS: m/z = 447.4 (M+H); rt 1.75 and 1.76 min (Diastereomer mixture). Method: Column: AQUITY UPLC BEH C18 (3.0x50mm) 1.7 ^m, Mobile phase A:10 mM ammonium acetate:acetonitrile (95:5) M. phase B: 10 mM ammonium acetate:acetonitrile (5:95), Flow: 0.7 mL/min, 548762-66-9

The synthetic route of 548762-66-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

48.3 1-(2,4-Dimethoxyphenylsulfonyl)-3-(2-ethoxypyridin-3-yl)-3-[4-(4-ethylpiperazin-1-yl)-phenylamino]-5-iodo-1,3-dihydroindol-2-one4-(4-Ethylpiperazin-1-yl)phenylamine (44 mg, 0.21 mmol) was added to a solution of 3-chloro-1-(2,4-dimethoxyphenylsulfonyl)-3-(2-ethoxypyridin-3-yl)-5-iodo-1,3-dihydroindol-2-one (110 mg, 0.18 mmol) in dichloromethane (15 ml). The reaction mixture was agitated in a Biotage microwave vial at 120 C. for 4 hours. The reaction mixture was concentrated under reduced pressure. Purification by chromatography (silica gel, 0-8% methanol in dichloromethane) resulted in 16 mg of the title compound (11% yield).ESI-MS: 784.20 [m+H]+ 1H-NMR (500 MHz, d6-DMSO): delta [ppm] 8.15 (m, 1H); 8.05 (d, 1H); 7.85 (d, 1H); 7.75 (d, 1H); 7.50 (d, 1H); 7.30 (s, 1H), 7.10 (dd, 1H); 6.70 (d, 1H); 6.65 (s, 1H); 6.45 (d, 2H); 6.40 (d, 2H); 4.05 (m, 2H); 3.85 (s, 3H); 3.55 (s, 3H); 2.95 (bs, 4H); 2.45 (bs, 4H); 2.35 (m, 2H); 1.00 (t, 3H); 0.90 (t, 3H)., 115619-01-7

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference：
Patent; Abbott GmbH & Co. KG; US2011/105454; (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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

259808-67-8, To a stirred solution of amine compound 2(0.5 g, 1 eq) and aldehyde 1(0.421 g, 1.1 eq) in DCM (10 mL), sodium triacetoxyborohydride (STAB) (0.693 g, 1 .4 eq) was added. The reaction mixture was stirred at room temperature for overnight; the reaction progress was monitored by TLC and LCMS. After completion of reaction, the reaction mixture was partitioned between DCM and water. The organic layers were separated, washed with water and brine, dried over Na2504 and evaporated to get the crude product which was purified by silica gel column chromatography to afford the desired compound 3.

The synthetic route of 259808-67-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOMARIN PHARMACEUTICALS INC.; LUEDTKE, Gregory; BHAGWAT, Shripad; (99 pag.)WO2018/119362; (2018); 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.161357-89-7,1-(Methylsulfonyl)piperazine hydrochloride,as a common compound, the synthetic route is as follows.

A -mixture of 4,6-dichloropyrinidine (39.4 g), 1-mesylpiperazine hydrochloride (55.7 g) and triethylamine (116 ml) in ethanol (500 ml) was stirred at reflux temperature for 4 hours. The mixture was then stirred at room temperature for 12 hours. The solid, which had separated, was collected by filtration, slurry washed with ethanol (2×80 ml 160 ml) then with diethyl ether (150 ml), and dried to give 1-(6-chloropyrimidin-4-yl)4-mesylpiperazine as a cream solid (71.9 g). mp 200-202 C. [00257] NMR (d6-DMSO): 2.88 (s, 3H), 3.18 (m, 4H), 3.80 (m, 4H), 7.04 (s, 1H), 8.38 (m, 1H); m/z 277.3 (M+1)., 161357-89-7

As the paragraph descriping shows that 161357-89-7 is playing an increasingly important role.

Reference：
Patent; AstraZeneca AB; US6734184; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 250 mL round bottom flask was added 5 g (18.1 mmol) of crude I-f,Nitro-lH-pyrazole-3-carboxylic acid (3.1 g, 19.9 mmol)EDC · HCl 4.1 g (21.7 mmol),HOBt 2.9 g (21.7 mmol) and anhydrous DMF 50 mL,Stir at room temperature for 24 hTLC detects the disappearance of the starting material (methanol: chloroform = 1:10).The reaction solution was poured into 200 mL of ice water,Precipitation of a large number of light yellow solid, standing,Consider the yellow solid,The crude product was recrystallized from a mixed solvent of ethyl acetate and methanol to give 4.7 g of (I-g)Yield 62.4%., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference：
Patent; China Pharmaceutical University; Lu Shuai; Wang Yue; Zhi Yanle; Yao Chao; Lu Tao; Li Baoquan; Chen Puzhou; Bao Jiyin; (27 pag.)CN107245073; (2017); 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.108-49-6,2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1. tert-Butyl 3,5-dimethylpiperazine-1-carboxylate. To a solution of 2,6-cis-dimethylpiperazine (2.0 g, 17 mmol) in CH2Cl2 (60 ml) were sequentially added di-tert-butyl dicarbonate (3.8 g, 17 mmol) and a catalytic amount of DMAP. The reaction mixture was stirred at room temperature overnight before it was washed with water (50 ml), brine (10 ml), and extracted with CH2Cl2 (3*30 ml). The extracts were dried (MgSO4) and concentrated under reduced pressure to give product 146 as colorless oil (3.95, ~100percent).

108-49-6, As the paragraph descriping shows that 108-49-6 is playing an increasingly important role.

Reference：
Patent; Wu, Chengde; Anderson, C. Eric; Bui, Huong; Dupre, Brian; Gao, Daxin; Holland, George W.; Kassir, Jamal; Li, Wen; Wang, Junmei; US2005/54850; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Example 62] 1- [5- (1-Methyl-1H-pyrrol-3-yl) -1- (pyridin-3-yl) – 1H-pyrazole-3-carbonyl]-4-methyl-3-oxopiperazine [Show Image] [Show Image] 1-Hydroxybenzotriazole (0.132 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.378 g), triethylamine (0.630 mL), and 1-methylpiperazin-2-one hydrochloride (0.200 g) obtained from Referential Example 15 were added at room temperature to a solution of 5-(1-methylpyrrol-3-yl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid (0.242 g) obtained from Referential Example 38 in N,N-dimethylformamide (5.0 mL), and the mixture was stirred for 3 days. The reaction mixture was partitioned between water and ethyl acetate, and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined, and the combined organic layer was washed with saturated brine, followed by drying over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform – methanol), to thereby give the title compound (0.243 g, 74%) as an amorphous product. 1H-NMR(400MHz,CDCl3)delta:3.01(3H,s), 3.46(2H,br), 3.61(3H,s), 4.03(1H+1H×1/3,m), 4.42(1H+1H×2/3,m), 4.80(1H,br), 5.86(1H,br), 6.46-6.56(2H,m), 6.82(1H×2/3,br), 6.86(1H×1/3,br), 7.37-7.46(1H,m), 7.76-7.95(1H,m), 8.61-8.78(2H,m). ESI-MS m/z:365(M+H.)+., 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics