Month: July 2021

13484-40-7, 1-(2-Methoxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Chloro-IJ-{ 3- [5-fluoro-3- (4-methoxyphenyl) -4- oxo-8-propoxy-4H-quinolin-l-yl] propyl} acetamide (370 mg, 0.8 mmol) was suspended in acetonitrile (12 ml) . l-(2- Methoxyethyl)piperazine (138 mg, 0.96 mmol), triethylamine (162 mg, 1.6 mmol) and acetonitrile (2 ml) were added to the suspension, and stirred at 70 to 8O0C for 6 hours. The resulting mixture was concentrated under reduced pressure, and the residue was subjected to extraction using ethyl acetate. The extract was then sequentially washed with water, an aqueous saturated sodium chloride solution, and an aqueous saturated sodium bicarbonate solution. The washed product was concentrated under reduced pressure, and the residue was purified using silica gel column chromatography (dichloromethane : methanol = 30 : 1 ? 10 : 1) . The purified product was concentrated under reduced pressure, and the residue was then dissolved in ethyl acetate (5 ml) . A 4N hydrogen chloride ethyl acetate solution (0.19 ml) was added thereto and stirred, and then the mixture was concentrated to dryness under reduced pressure, giving a pale yellow amorphous solid of N-{ 3- [5-fluoro-3- (4-methoxyphenyl) -A- oxo-8-propoxy-4H-quinolin-l-yl] propyl} -2- [4- (2- methoxyethyl) piperazin-1-yl] acetamide hydrochloride (200 mg) .1H-NMR (DMSO-d6) deltappm: 1.00 (3H, t, J=7.3 Hz), 1.78-1.89 (4H, m) , 2.50-3.00 (4H, m) , 2.96-3.20 (8H, m) , 3.25 (3H, s), 3.62-3.66 (4H, m) , 3.75 (3H, s) , 3.98-4.04 (2H, m) , 4.56 (2H, t, J=6.4 Hz), 6.91-7.02 (3H, m) , 7.24 (IH, dd, J=4.5 Hz, 9.1 Hz), 7.60 (2H, d, J=8.8 Hz), 8.00 (IH, s) , 8.07 (IH, brs) .

13484-40-7, As the paragraph descriping shows that 13484-40-7 is playing an increasingly important role.

Reference：
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; OTSUBO, Kenji; YAMAUCHI, Takahito; OCHI, Yuji; WO2010/64735; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 5-bromo-4-(4-((2-methylthiazol-4-yl)methyl)piperazin-1-yl)-3-nitropyridin-2-amine (0.062 g, 0.15 mmol) in EtOH (2.6 mL) and DMF (0.35 mL), tert-butyl 4-(4-formylphenyl)piperazine-1-carboxylate (0.044 g, 0.165 mmol) was added followed by a freshly prepared aqueous solution of Na2S2O4 (1M; 0.45 mL, 0.45 mmol). The reaction mixture was heated at 85 C. for 24 h, then allowed to cool to room temperature and diluted with DCM and a few drops of aqueous NH3 until complete dissolution was observed. This solution was deposited on two preparative silica TLC plates and eluted with DCM/MeOH (v/v 96:4) to give the title compound as a off-white solid (0.043 g, 47%); 1H-NMR (500 Mz, DMSO-d6): delta 1.43 (s, 9H, C(CH3)3), 2.61-2.70 (m, 7H), 3.22-3.31 (m, 4H), 3.43-3.52 (m, 4H), 3.60-3.68 (m, 6H), 7.07 (d, J=9.0 Hz, 2H, ArH, C6H4), 7.32 (s, 1H, thiazole 5-H), 8.04 (d, J=8.5 Hz, 2H, ArH, C6H4), 8.23 (s, 1H, imidazo[4,5-b]pyridine 5-H), 13.22 (br s, 1H, imidazo[4,5-b]pyridine N-H); LC (Method B)-MS (ESI, m/z) 4.01 min-653/655 [(M+H)+, Br isotopic pattern]. ESI-HRMS: Found: 653.2022, calculated for C30H38BrN8O2S (M+H)+: 653.2019.

197638-83-8, As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference：
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Bromo-l-propanol (1.1 g, 7.8 mmol) and NaHCO3 (0.66 g, 7.8 mmol) were added sequentially to a mixture of 1-acetylpiperazine (1.0 g, 7.8 mmol) in DCM (10 mL) at 4O0C. The reaction mixture was stirred at 4O0C for 4 h and then stirred at rt for 24 h. DCM, a saturated aq. solution OfNaHCO3 and brine were added and the layers were separated. The organic layer was dried (phase separator) and concentrated in vacuo to give the title compound (0.67 g, 46%). 1U NMR (400 MHz, CDCl3) delta 3.82-3.74 (m, 2H), 3.64-3.56 (m, 2H), 3.48-3.42 (m, 2H), 2.64-2.58 (m, 2H), 2.52-2.44 (m, 4H), 2.06 (s, 3H), 1.76-1.68 (m, 2H)., 13889-98-0

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

Reference：
Patent; ASTRAZENECA AB; WO2009/82346; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,129799-15-1

To a solution of 1-tert-butyl 2-methyl piperazine-1, 2-dicarboxylate (0.2g, 0.82 mmol) and triethylamine (1.2 mL, 8.2 mmol) in anhydrous THF (5 mL) atrt was added trimethylsilyl isocyanate (1.1 mL, 8.2 mmol) dropwise. The mixturewas stirred at rt for 8 h and quenched with ice-water (10 mL) , and then THFwas removed. The aqueous layer was extracted with EtOAc (10 mL × 3) . The combined organiclayers were dried over anhydrous Na2SO4 and concentratedto give 1-tert-butyl 2-methyl 4-carbamoylpiperazine-1, 2-dicarboxylate asa white solid (0.3 g, 90) . 1H NMR (400 MHz, CDCl3): delta ppm 4.24 (br.s, 2H) , 4.30 (d, J 13.3 Hz, 1H) , 3.98-4.14 (m, 1H) ,3.83-3.94 (m, 1H) , 3.78 (s, 3H) , 3.18-3.28 (m, 1H) , 3.03-3.12 (m, 1H) ,2.79-2.96 (m, 1H) , 1.50 (d, J 16.7 Hz, 9H) and MS-ESI: m/z 232.25 [M-55] +.

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13754-38-6, 1-Benzoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 55Synthesis of TRV 1094 and TRV 1095toluene / 100C X = CI, BCW 109416h X = F, BCW 1095 TRV 1095[00288] To a degassed solution of 5-bromo-2-fluoro-N-phenylaniline (500 mg, 1.89 mmol), phenyl(piperazin-l -yl)methanonein, (538mg, 2,83 mmol) Cs2C03 ( 1.22g, 3.78 mmol), BINAP ( 55.9 mg, 0.09 mmol) in toluene was charged Pd2(dba)3 ( 86.4 mg, 0.09 mmol). The reaction was sealed under an atmosphere of argon and heated to 100 C for 7h. The mixture was cooled, filtered through celite, washed with ethyl acetate and then concentrated in vacuum. The residue was subjected to silica gel column chromatography (60 % hexane/ ethyl acetate) to furnish the title compound (4-(4- fluoro-3-(phenylamino)phenyl)piperazin-l -yl)(phenyl)methanone, TRV 1095 as an off white solid (387mg, 1.03 mmol) 55%. NMR (500 MHz, CDC13) delta (ppm) 2.90-4.00 (m, 8H), 5.77 (bs, 1H), 6.39 (m, 1H), 6.88 (m, 1 H), 6.97-7.01 (m, 2H), 7.12 (m, 2H), 7.30 (m, 2H), 7.40-7.50 (m, 5H).

13754-38-6, The synthetic route of 13754-38-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TREVENTIS CORPORATION; REED, Mark, A.; YADAV, Arun; BANFIELD, Scott, C.; BARDEN, Christopher, J.; WO2012/119035; (2012); 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.149057-19-2,4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

CS2CO3 (0.5 eq) was added to a stirred solution of 4-((benzyloxy)carbonyl)-l-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in EtOH (0.54 M) . Stirring was continued at 20 C for 2 h then solvent was evaporated and cesium 4-((benzyloxy)carbonyl)-l-(tert-butoxycarbonyl)-l,4-diazepane-5-carboxylate was dried at high vacuum pump for 1 h, then it was dissolved with DMF (0.54 M) and 2-bromo-l-(naphthalen-2-yl)ethan-l-one (1.0 eq) was added. The mixture was stirred at 20 C for 1 h, then DMF was removed under reduced pressure co- evaporating with toluene. The residue was diluted with EtOAc and filtered off. Filtrate was evaporated to give 4-benzyl 1 -(tert-butyl) 2-(2-(naphthalen-2-yl)-2-oxoethyl) piperazine-1,2,4-tricarboxylate. The latter was dissolved with toluene (0.13 M) and NH4OAc (20 eq) was added. The mixture was stirred at reflux using a Dean Stark apparatus for 30 min. Toluene was removed under reduced pressure, the residue was diluted with EtOAc, washed with sat. aq. NaHC03, brine, dried and concentrated to give an orange oily residue. This material was purified by flash chromatography (petroleum ether/EtOAc from 95:5 to 20:80) to give the title compound (86%) as an orange solid. MS (ES+) m/z 513 (M+H)+.

149057-19-2, As the paragraph descriping shows that 149057-19-2 is playing an increasingly important role.

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (R) -tert-butyl 3-methylpiperazine-1-carboxylate (200 mg, 1.00mmol) , 2-cyclopropylacetic acid (120 mg, 1.20 mmol) , EDCI (287mg, 1.50 mmol) and HOAT (340 mg, 2.50 mmol) in DCM (20 mL) was stirred at 0 , and DIPEA (0.70 mL, 4.00mmol) was added dropwise. After the addition, the mixture was stirred at rt for16 h and washed with water (10 mL × 2) . The organiclayer was dried over anhydrous Na2SO4 and concentrated.The residue was purified by silica gel chromatography eluted with Petroleumether/EtOAc (v/v) 2/1 to give (R) -tert-butyl 4-(2-cyclopropylacetyl) -3-methylpiperazine-1-carboxylate as colorless oil (260mg, 92) . 1H NMR (400 MHz, CDCl3): delta ppm 3.85-4.14 (m, 3H) , 3.31-3.55 (m, 1H) , 2.80-2.97 (m, 3H) , 2.30-2.33,2.20-2.23 (m, m, 0.5H, 1.5H) , 1.46 (s, 9H) , 1.15-1.24 (m, 3H) , 1.03-1.07 (m,1H) , 0.55-0.57 (m, 2H) , 0.15-0.18 (m, 2H) ., 163765-44-4

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In the cases in which 4-Boc-1-Fmoc-piperazine-2-acetic acid (the compound of formula (XXIV)) was replaced by 4-Boc-1-Fmoc-piperazine-2-carboxylic acid, the starting material was prepared by dissolving 5.25 g (25.85 mmol) of 2-piperazine carboxylic acid 2HCl in 160 mL of 1:1 dioxane/H2O, and adjusting the pH to 11 with 50% NaOH (aq.). A solution of 7.21 g (29.28 mmol) of BOC-ON in 40 mL of dioxane was slowly added (in portions) while maintaining the pH at 11 with 50% NaOH (aq.) during the addition. The reaction was stirred at room temperature for 5 hours, then cooled to 0 C. and adjusted to pH 9.5 with 50% NaOH (aq.). A solution of 7.34 g (28.37 mmol) of FMOC-CI in 40 mL of dioxane was slowly added (in portions), maintaining a pH of 9.5 during the addition with 50% NaOH (aq.). The mixture was warmed to room temperature, stirred for 20 hours, washed with ethyl ether (3*150 mL), adjusted to pH=2-3 with 6N HCl (aq.), and extracted with toluene (3*150 mL). The combined extracts were dried over Na2SO4, concentrated in vacuo to a volume of 150 mL and chilled at -20 C. overnight. The resulting solids were filtered off, washed with hexane and dried in vacuo to give 5.4 g of the desired 4-Boc-1-Fmoc-piperazine-2-carboxylic acid., 3022-15-9

3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Berlex Laboratories, Inc.; Pharmacopeia, Inc.; US6432947; (2002); 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

General procedure: General procedure for the synthesis of 15b-15u. To a solution ofcompound 13a (0.41 g, 1.06 mmol) in 2-butanol (5 mL), 1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-amine (0.196 g, 1.27 mmol)and trifluoroacetic acid (94 mL) were added in a sealed tube. Thereactionwas heated at 95 C for 18 h. The reaction mixturewas thenallowed to cool to room temperature. The mixture was transferredto a round-bottom flask and then the solvent was removed underreduced pressure. The residue was dissolved in DCM (2.0 mL) andTFA (2.0 mL), and the resulting mixture was stirred for 5 h at roomtemperature. The solvent was removed under reduced pressure,and the residue was neutralized with saturated NaHCO3 aqueoussolution. The water layer was extracted with DCM. The organiclayer was combined and washed with brine, dried over Na2SO4,filtered, concentrated, and purified by silica gel chromatography toafford 15a as a yellow solid (0.264 g, 65% for two steps)., 122833-04-9

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

Reference：
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Preparation of Benzoylpiperazine XXX To a stirred solution of 2-methylpiperazine (10.0 g, 0.1 mol) in dry CH2Cl2 (500 ml) under argon was added a solution of 1.0 M Me2AlCl or Et2AlCl in hexanes (100 ml, 0.1 mmol) and methyl benzoate (12.4 ml, 0.1 mmol) at room temperature. The reaction mixture was then stirred for 2 days before 2N NaOH (200 ml) was added. Aqueous layer was extracted with EtOAc (3*100 ml). The combined organic layer was dried over MgSO4 and concentration of solution provided 20.0 g of crude product (98%), with was pure enough for the further reactions., 109-07-9

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US6469006; (2002); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics