Downstream synthetic route of 1-Isopropylpiperazine

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

4318-42-7,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.

Synthesis of (IS, 2R) and (1R, 2S)-2-(4-chlorophenyl)-l’-(2-(4-isopropylpiperazin-l- yl)ethyl)spiro[cyclopropane-l,3′-indolin]-2′-one; A mixture of (1R, 2S) and (I S, 2R)-2-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-l,3′- indoline]-l’-yl)acetaldehyde (0.1 mmol), (l-Isopropyl)piperazine (0.15 mmol) and acetic acid (catalytic amount) in DCM (2 ml) was stirred for 20 minutes at room temperature. The mixture was cooled to 0 °C and NaBH(OAc)3 (2 mmol) was added carefully. The mixture was warmed to room temperature and stirred for 14 hours at room temperature. The mixture was concentrated under reduced pressure and dissolved in DMF. Purification by preparative HPLC gave the title product as colorless oil (35 mg). LC/MS m/e calcd. for C25H3oClN30: 423, observed (M+H)+: 424.1 1HNMR(400 MHz, MeOD-d4) 5ppm 1.37 (d, J=6.57 Hz, 6 H) 2.18 (dd, J=8.46, 5.94 Hz, 2 H) 2.46 – 2.64 (m, 1H) 2.85 (d, J=3.54 Hz, 2 H) 3.22 (s, 2 H) 3.50 (d, J=6.57 Hz, 2 H) 3.90 – 4.27 (m, 2 H) 6.09 (d, J=7.58 Hz, 1H) 6.76 (s, 1 H) 7.10 (d, J=7.83 Hz, 1 H) 7.16 – 7.25 (m, 3 H) 7.33 (d, J=8.59 Hz, 2 H).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 4318-42-7

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

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.

Synthesis of compound 189.2. To a solution of 1-isopropylpiperazine (0.35 g, 2.7mmol, l .Oeq) in CH3CN (5ml) was added potassium carbonate (1.12g, 8.1mmol, 3.0eq). Compound 189.1 (0.5 g, 2.7 mmol, l .Oeq) in CH3CN (5 ml) was added dropwise to the reaction mixture. Reaction mixture was then stirred at 60°C for 6 hours. After completion of the reaction, mixture was poured into water and product was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2S04 and concentrated under reduced pressure to obtain crude which was purified by column chromatography to furnish 189.2 (0.460 g, 61.56percent). MS (ES): m/z 277.32 [M+H]+.

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 4318-42-7

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

4318-42-7,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.

[18041 Step 1: Synthesis of methyl4-(((3R.55?)-4-(3-((4-isopropylpiperazin- 1 -yflmethyflbenzyfl-3.5-dimethylpiperazin- 1- yl?)methyflbenzoate[18051 Methyl 4-(((3R,55)-4-(3-formylbenzyl)-3 ,5-dimethylpiperazin- 1 -yl)methyl)benzoate (formula 5-1, 0.200 g, 0.526 mmol) and 1-isopropylpiperazine (0.113 mL, 0.788 mmol) were dissolved in methylene chloride (4 mL), and the solution was stirred at room temperature for 1 hour. Na(OAc)3BH (0.223 g, 1.051 mmol) was added to the solution, followed by stirring at the same temperature for 17 hours. Then, a saturated aqueous solution of sodium hydrogen carbonate was added to the reaction mixture, followed by extraction with methylene chloride. The extract was filtered through a plastic filter to remove solid residue and an aqueous layer, and then concentrated under reduced pressure. The concentrate was purified by column chromatography (silicon dioxide, 4 g cartridge; methanol/methylene chloride = from 0 percent to 10 percent) and concentrated to afford the desired compound (0.225 g, 86.9 percent) as a pale brown oil.

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

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; SONG, Hyeseung; LEE, Changgon; KWAK, Dalyong; LEE, Jaeyoung; BAE, Suyeal; KIM, Yuntae; BAE, Daekwon; HA, Nina; BAE, Miseon; KIM, Jihyun; WO2015/137750; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 4318-42-7

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 2-(5-iodomethyl-2-oxo-oxazolidin-3-yl)-N-(6-methoxy-2-methyl-quinolin-4-yl)-acetamide (12, 0.2 g, 0.439 mmol), potassium carbonate (0.151 g, 1.09 mmol), different substituted amines (1.1 mmol) in 10 mL of acetonitrile was heated to 80 °C for 4 h. The reaction completion was monitored by TLC and when the reaction was completed, the reaction mass was filtered through a celite bed, filtrate was concentrated under reduced pressure. The crude residue was purified using biotage parallel column purifier using ethyl acetate in petroleum ether (4:1) to 4-6percent methanol in dichloromethane as eluant. The spectral data for the final compounds, 13a-n is given below.

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference:
Article; Thomas; Adhikari, Airody Vasudeva; Chowdhury, Imran H.; Sandeep; Mahmood; Bhattacharya; Sumesh; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4834 – 4845;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 4318-42-7

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

4318-42-7,4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 43-(4-Isopropylpiperazin-1-yl)-propylamine; (A). Preparation of 2-[3-(4-isopropylpiperazin-1-yl)-propyl]-isoindole-1,3-dioneN-(3-Bromopropyl)phthalimide (16.7 g, 62.4 mmol) is added to a stirred solution of 1-isopropyl-piperazine (8.00 g, 62.4 mmol) and diisopropylethylamine (8.06 g, 62.4 mmol) in anhydrous 1,4-dioxane (300 mL). The resultant mixture is heated in an oil bath at 90° C. for 20 hours. At ambient temperature, chloroform (300 mL) and half-saturated aqueous NaCl (200 mL) are added to the mixture. The organic layer is separated, dried over magnesium sulfate, filtered, and concentrated. The crude oil is subjected to chromatography on silica gel and eluted with 2 M NH3/CH3OH in dichloromethane 0-5percent to provide the title compound as a tan oil (17.4 g, 87percent yield).

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

Reference:
Patent; Dahnke, Karl Robert; Lin, Ho-Shen; Richett, Michael Enrico; Shih, Chuan; Wang, Q May; Zhang, Bo; US2008/306082; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 1-Isopropylpiperazine

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

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.

A mixture 2,3-dichloro-pyrazine (5.0 g, 34 mmol), 1-isopropylpiperazine (6.5 g, 51 mmol) and potassium carbonate (7.0 g, 51 mmol) in acetonitrile (100 mL) was stirred at ambient temperature for 2 h. Addition of hexane, followed by filtration and concentration of the filtrate gave 9.5 g of crude material as an orange liquid. Purification by filtration through silica using heptane/EtOAc (3: 1), followed by EtOAc/acetone (1: 1), provided 6.5 g (79percent) of the title compound as a yellow oil which solidified upon cooling. HPLC purity: 98percent. MS m/z 241 (M+H) +. HRMS m/z calcd for C11H17ClN4 (M) + 240.1142, found 240.1138.

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; BIOVITRUM AB; WO2004/9586; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 4318-42-7

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

4318-42-7,4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In an oven-dried RB flask, compound 6c (250mg, 1.01mmol) and formaldehyde solution, 37?41wt.percent in water (0.15mL, 2.02mmol) were mixed in glacial acetic acid (5mL). Morpholine (220.4mg, 2.53mmol) was added drop wise at 0°C. The resulting mixture was stirred at room temperature for 12h. After completion of the reaction, the excess solvent was evaporated to dryness under reduced pressure. The residue was neutralized with 10percent NaHCO3 solution, the solid formed was collected by filtration, washed with water and dried. The crude product was purified by silica gel column chromatography to provide title compound.

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

Reference:
Article; Jose, Gilish; Kumara, T. H. Suresha; Nagendrappa, Gopalpur; Sowmya; Jasinski, Jerry P.; Millikan, Sean P.; More, Sunil S.; Janardhan, Bhavya; Harish; Chandrika; Journal of Molecular Structure; vol. 1081; (2015); p. 85 – 95;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 4318-42-7

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

4318-42-7,4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example lg: Synthesis of l-(4-methoxybenzyl)-7-(3-(4-isopropylpiperazin-l-yl)azetidin-l-yl)- l,5-naphthyridin-2(lH) -one (C-8) [00311] A mixture of l-(4-methoxybenzyl)-7-(3-oxoazetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-7) (5.796 g, 17.3 mmol, 1.0 eq) and 1 -isopropylpiperazine (4.432 g, 34.6 mmol, 2.0 eq) in DCM (150 mL) and acetic acid (0.5 mL) was heated at reflux temperature for 3 h, then NaBH(OAc)3 (7.33 g, 34.6 mmol, 2.0 eq) was added in portions and the resulting mixture was kept reflux overnight. The reactant mixture was cooled and diluted with H20 (300 mL) and extracted with DCM (4 x 100 mL). The combined organic layers were washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (2- 5percent MeOH-DCM) to afford the desired product l-(4-methoxybenzyl)-7-(3-(4-isopropylpiperazin-l- yl)azetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-8) (5.6 g, 72.3percent yield ) as a pale solid. lR NMR (300 MHz, CDC13- (5) delta: 7.83 (d, J = 7.5 Hz, 1H), 7.78 (s, 1H), 7.15 (d, J = 6.9 Hz, 2H), 6.85 (d, J = 6.6 Hz, 2H), 6.72 (d, J = 7.2 Hz, 1H), 6.37 (s, 1H), 5.40 (s, 2H), 4.02 (m, 2H), 3.78 (m, 5H), 3.67 (m, 1H), 3.51 (m, 1H), 3.42 (m, 1H), 2.97 (m,lH), 2.80 (m, 4H), 2.55 (m, 2H), 1.17 (d, J = 4.8 Hz, 6H); ESI-MS m/z : 448.3 [M+H]+.

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

Reference:
Patent; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 1-Isopropylpiperazine

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

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method L; General method for the synthesis of 2, 5-diaminopyridines of type L;. Step 1:; A solution of 2-chloro-5-nitropyridine (0.317 g, 1.06 mL, 0. 002mol), N, N- diisopropylethylamine (1.1 equiv), and amine (1.1 equiv) in acetonitrile (40 mL) was refluxed for 24 h. The reaction mixture was cooled to room temperature and concentrated. The brown residue was used without purification.

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

Reference:
Patent; AMGEN INC.; WO2005/42518; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 4318-42-7

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

4318-42-7,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.

General procedure: A mixture of the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 °C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL × 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

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

Reference:
Article; Sang, Zhipei; Wang, Keren; Wang, Huifang; Yu, Lintao; Wang, Huijuan; Ma, Qianwen; Ye, Mengyao; Han, Xue; Liu, Wenmin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5053 – 5059;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics