Tag: M.W:200-300

848482-93-9,848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (500 mg, 2.171 mmol) in 1,4-dioxane (5 mL) and water (20 mL) was added potassium carbonate (1200 mg, 8.69 mmol) followed by (9Hfluoren-9-yl)methyl carbonochloridate (562 mg, 2.171 mmol) at 0° C. The mixture was stirred at RT for 18hrs and then treated with water (10 ml). The resulting mixture was extracted with diethyl ether (2×15 ml).The aqueous phase was acidified with aq. HCl (1M) to pH 2-3, and extracted with DCM (3×20 ml). Thecombined organic layers were dried over MgSO4 and concentrated to give the crude product. The crudeproduct was purified via prep HPLC (10-100percent CH3CN:Water with 0.1percent TFA buffer) to afford the product(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (294 mg,30percent yield) as a white solid. 1H NMR (500 MHz, methanol-d4) d 7.83 (t, J=6.6 Hz, 2H), 7.68-7.58 (m,2H), 7.45-7.38 (m, 2H), 7.38-7.30 (m, 2H), 4.65 (br. s., 1H), 4.58 (d, J=13.7 Hz, 1H), 4.55-4.39 (m, 3H),4.33-4.18 (m, 1H), 2.91-2.85 (m, 4H), 1.47 (s, 9H). ESI-MS(+) m/z=475 (M+Na).

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
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.13349-91-2,1-(2,2,2-Trifluoroethyl)piperazine dihydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 70 N-[2-((R)-Indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-[4-(2,2,2-trifluoro-ethyl)-piperazin-1-yl]-acetamide Prepared from 2-chloro-N-[2-((R)-indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 3 step A) (100 mg, 0.281 mmol) and commercially available 1-(2,2,2-trifluorethyl)piperazine hydrochloride (CAS 13349-91-2) (87 mg, 0.422 mmol) in acetonitrile (1 ml) with diisopropylethyl amine (0.24 ml, 1.405 mmol) according to the procedure described for Example 3 step B. Obtained the title compound as a white foam (105 mg, 77%), MS (ISP) m/e=488.3 [(M+H)+].

13349-91-2, As the paragraph descriping shows that 13349-91-2 is playing an increasingly important role.

Reference：
Patent; Kolczewski, Sabine; Roche, Olivier; Steward, Lucinda; Wichmann, Juergen; Woltering, Thomas; US2010/63037; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

f) 4-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine-l-carboxylic acid tert-butyl ester; A mixture of 4.92 mmol rac-2-benzenesulfonyl-2-methyl-3-trifluoromethyl- oxirane and 5.41 mmol 4-thiocarbamoyl-piperazine-l-carboxylic acid tert-butyl ester (prepared from tert-butyl 1-piperazinecarboxylate, l.l’-thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054) in 15 ml N,N-dimethylformamide was heated at 100 0C for 4.5 h. The reaction mixture was then concentrated in vacuo and the residue purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as a yellow crystalline solid (yield 30%). MS (m/e): 352.3 (M+H+, 100%)., 196811-66-2

The synthetic route of 196811-66-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/72436; (2006); 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.57260-70-5,tert-Butyl 4-benzylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

1,1-Dimethylethyl 4-(phenylmethyl)-1-piperazine carboxylate (20 g, 72 mmol) and tetramethylethylenediamine (18 g, 0.16 mol) were dissolved in tetrahydrofuran (100 mL), and the solution was cooled to -78C. A 1.0 M solution of sec-butyllithium in hexane and cyclohexane (150 mL, 0.15 mol) was added thereto, and the mixture was stirred for 2 hours and the temperature was elevated to -30C. After cooling to -78C again, a solution of benzophenone (28 g, 0.15 mol) in tetrahydrofuran (70 mL) was added dropwise thereto, and the mixture was stirred for 18 hours while elevating the temperature to room temperature. To the reaction solution was added an aqueous saturated ammonium chloride solution, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane: ethyl acetate = 3: 1) to obtain the title compound (18 g, yield 64%) as crystals. 1H NMR (CDCl3) delta 1.58 (1H, m), 1.94 (1H, dt, J=11.7 Hz, 3.6 Hz), 2.55 (1H, dd, J=11.4 Hz, 2.4 Hz), 2.69 (1H, dd, J=11.7 Hz, 3.6 Hz), 3.10 (1H, dt, J=13.0 Hz, 3.6 Hz), 3.32, 3.50 (2H, ABq, J=13.1 Hz), 3.81 (1H, dd, J=13.2 Hz, 2.4 Hz), 4.54 (1H, dd, J=11.0 Hz, 3.6 Hz), 7.18-7.40 (13H, m), 7.50 (2H, d, J=7.2 Hz)., 57260-70-5

57260-70-5 tert-Butyl 4-benzylpiperazine-1-carboxylate 584330, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1661898; (2006); A1;,
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: To a solution of 4-amino-3-methoxy-N-(3-(4-methylpiperazin-1-yl)propyl)benzamide 20b (52.0 mg, 0.170 mmol) and thieno[3,2-d]pyrimidine-7-carboxylic acid 16 (31.0 mg, 0.170 mmol) in acetonitrile (3.50 mL) was added HATU (129 mg, 0.340 mmol) and DIPEA (59.0 muL, 0.340 mmol) and stirred at 80 C. After confirming the starting material consumption by LC-MS, the reaction mixture was concentrated to give a crude residue. The crude residue was purified by column chromatography utilizing NH silica gel (DCM/methanol) to afford 9b (54.0 mg, 68%) as a yellow solid., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Muraoka, Terushige; Ide, Mitsuaki; Morikami, Kenji; Irie, Machiko; Nakamura, Mitsuaki; Miura, Takaaki; Kamikawa, Takayuki; Nishihara, Masamichi; Kashiwagi, Hirotaka; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4206 – 4217;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

414910-15-9, tert-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17BCyclopropyl(piperazin- 1 -yl)methanone hydrochloride[00524] To a stirred mixture of compound ter/-butyl 4-(cyclopropanecarbonyl)piperazine- 1 -carboxylate (3.7 g, 14.5 mmol) in methanol (15 mL) was added hydrochloride/methanol (15 mL, 3M)) at 0 C. After the addition, the mixture was allowed to stir at room temperature overnight. The mixture was concentrated to give cyclopropyl(piperazin- 1 -yl)methanone hydrochloride (2.74 g, yield 100%) as an off- white solid. ^-NMR (400 MHz, DMSO-i/6) delta (ppm): 0.71-0.76 (m, 4H), 1.96-2.03 (m, 1H), 3.04-3.16 (m, 4H), 3.69-4.08 (m, 4H), 9.58 (s, 2H); LC-MS (ESI) m/z: 155(M+1)+., 414910-15-9

The synthetic route of 414910-15-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

259808-67-8, 1-Boc-3,3-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 6 Step I: tert-Butyl 4-[5-(4-fluorophenyl)-7-isopropyl-furo[3,2-b]pyridine-2-carbonyl]- 3,3-dimethyl-piperazine-1-carboxylate The product was prepared according to General Procedure 1 using Intermediate D (750 mg, 2.51 mmol), HATU (1.24 g, 3.26 mmol), DMF (12 mL), Huenig’s base (1.31 mL, 7.52 mmol) and tert-butyl 3,3-dimethylpiperazine- 1-carboxylate (591 mg, 2.76 mmol) affording the title compound. tert-Butyl 4-[5-(4- fluorophenyl)-7-isopropyl-furo[3,2-b]pyridine-2-carbonyl]-3,3-dimethyl-piperazine-1- carboxylate (1.24 g, 100% yield). An aliquot of the crude product was purified by mass- directed reverse phase HPLC affording the title compound, the remaining product was used in the subsequent step without further purification.1H NMR (400 MHz, DMSO-d6) 8.23 – 8.14 (m, 2H), 7.88 (s, 1H), 7.50 (s, 1H), 7.33 (t, J = 8.9 Hz, 2H), 3.86 (s, 2H), 3.58 – 3.39 (m, 5H), 1.49 (s, 6H), 1.42 (d, J = 7.7 Hz, 15H). ESI-MS m/z calc.495.25333, found 496.79 (M+1)+; Retention time: 2.02 minutes using method C General Procedure 1: Amide Formation The appropriate carboxylic acid (1.0 equiv) is dissolved in DMF or NMP (0.03 to 0.4M) before HATU (1.1 to 1.5 equiv), or T3P (1 to 5 equiv) the corresponding amine (1.0 to 1.5 equiv) and Huenig?s base (3.0 to 5.0 equiv) are added (the addition order of the reagents may vary) The mixture is stirred at room temperature for 45 min. to 72h. Either one of these 3 work-up procedures can be employed: 1. Water or aq. ammonium chloride is added and the aq. phase is extracted with EtOAc. The combined organic phase is washed with brine, dried over MgSO4, filtered and the filtrate evaporated under reduced pressure affording the title compound which is used in the subsequent step without further purification. 2. Water or aq. ammonium chloride is added and the aq. phase is extracted with EtOAc. The combined organic phase is washed with 1N HCl, sat. aq. NaHCO3 and brine, dried over Na2SO4, filtered and the filtrate evaporated under reduced pressure affording the title compound which is used in the subsequent step without further purification. 3. The volatiles are removed under reduced pressure and the residue is purified by flash chromatography on silica gel or by mass-directed reverse phase HPLC, affording the title compound, 259808-67-8

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

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; SAYEGH, Camil Elie; STURINO, Claudio; FOURNIER, Pierre-Andre; LACOSTE, Jean-Eric; DIETRICH, Evelyne; MARTEL, Julien; VALLEE, Frederic; (494 pag.)WO2016/154075; (2016); A1;,
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

To a solution of 2-Chloro-4-(3-nitrophenoxy)quinazoline (3, 500 mg , 1.66 mmol) in isopropanol (IPA) (20 mL) was added p-TSA (315 mg, 1.66 mmol) and compound 4 (367 mg, 1.66 mmol). The solution was then stirred at 100 C for 30 min. The reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated to dryness, diluted with water, and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resultant crude product was purified by columnchromatography using 2-5% CH3OH-DCM to afford N-(2-methoxy-4-(4-methylpiperazin-l -yl) phenyl)-4-(3-nitrophenoxy) quinazolin-2-amine as yellow solid (5, 0.28 g, 34.6 %). NMR (CDClj): delta 8.30-8.10 (m, 3H), 7.80-7.60 (m, 4H), 7.40-7.20 (m, 2H), 6.50 (s, 1 H), 6.40 (bs, 1 H), 3.80 (s, 3H), 3.20-3.00 (m, 4H), 2.70-2.60 (m, 4H), 2.40 (s, 3H).

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

Reference：
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00225] Step 1 : To a solution of 4-fluoronitrobenzene (0.5g, 3.54 mmol) in AcN (30 mL), (S)-tert-butyl 2-methylpiperazine-l-carboxylate (0.71 g, 3.54 mmol) and DIEA (0.74 mL, 4.25 mmol) were added. The mixture was refluxed for 15 h (in a sealed tube). After cooling, the resulting mixture was poured to water (300 ml). The mixture was stirred at room temperature for 30 min. The resulting reaction mixture was extracted with EtOAc (3×30 mL) and anhydrous Na2S04 and concentrated in vacuum. The resulting crude product was purified by Teledyne-Isco flash system by using EtO Ac/Hex, 0 to 30% of ethylacetate in hexane to provide compound tert-butyl (S)-4-(4-nitrophenyl)-2-methylpiperazine-l-carboxylate as light yellow solids (710 mg, 62%) as off white solids. 1H MR (400 MHz, DMSO-d6) delta 8.01 (d, J=9.6Hz, 2H), 6.97 (d, J =9.2Hz, 2H), 3.84 (m, 2H), 2.95-2.50 (m, 4H), 2.40 (m, 1H), 2.30 (br, 1H), 1.00 (d, J=6.0Hz, 3H); ESI-MS: calcd for (C11H15N302) 221, found 222 (MH+)., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); 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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.,129799-08-2

To a solution of I-a?ert-butyl 3-methyl piperazine-1,3-dicarboxylate (10.0 g, 70 mmol) in THF(200 mL) was added triethyl amine and benzyl bromide. The mixture was then stined at roomtemperature for 12 hours and concentrated in vacuo. The residue was then diluted with ethylacetate and water. The aqueous layer was discarded and the organic layer was washed once with water, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was then purified by silica-gel chromatography (0 – 10 % MeOH in DCM) to afford the desired product.

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; GEHLING, Victor; HSIAO-WEI TSUI, Vickie; KIEFER, James, Richard, Jr.; LIANG, Jun; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; ZHANG, Birong; (287 pag.)WO2016/112284; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics