Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

74879-18-8, In a sealed tube, 2-(2,8-dimethylimidazo[1,2-b]pyridazin-6-yl)-7-fluoro-9-methyl-pyrido[1,2-a]pyrimidin-4-one (Intermediate 4; 50 mg, 0.155 mmol) and (S)-2-methylpiperazine (62 mg, 0.619 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 125 C. overnight. The solvent was removed under high vacuum. The residue was taken up in CH2Cl2 and washed with an aqueous saturated solution of NaHCO3. The organic layer was separated and dried over Na2SO4 and concentrated in vacuo. The crude was purified by column chromatography (SiO2, CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (45 mg, 72%) as a light yellow solid. MS m/z 404.3 [M+H+].

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; Hoffmann-La Roche Inc.; PTC Therapeutics, Inc.; Ratni, Hasane; Green, Luke; Weetall, Maria L.; Naryshkin, Nikolai A.; (33 pag.)US2019/315773; (2019); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The compound (S) -5- (1 – ((tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4-(difluoromethoxy) phenyl ) -oxazole-4-carboxylic Acid (250mg, 0.53mmol), 1-Boc-2- methylpiperazine(130mg, 0.64mmol), 1- ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride Salt (155mg, 0.80mmol)and N- hydroxy-7-aza-benzotriazole (182mg, 1.33mmol) was dissolved in dichloromethane (15mL), and 0 Cunder conditions to this solution was added dropwise N, N- diisopropylethylamine (0.37mL, 2.14mmol), stirredat room temperature 5h, was added water (10mL × 2)Washing the organic phase was dried over anhydrous Na2 SO 4, the solvent was removed concentrate was subjected to column chromatography (eluent: Petroleumether/ EtOAc (V / v) = 2/1), to give 215mg of colorless viscous material, yield: 60%.

120737-78-2, 120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (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.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of 2-(4-bromophenyl)-5-methylpyrimidine 78 (250mg, 1.008mmol), palladium acetate (50mg), cesium carbonate (400mg,1.23mmol), (S)-2-methyl piperazine(200mg, 2mmol) and 2-Di-t-butylphosphino)-biphenyl (50mg, 0.167mmol) was stirred in dioxane:water (10ml,v/v 5:1 ) at reflux temperature for 4 hours. The reaction was cooled, diluted with MeCI2 (100ml) and H2O (50ml). The organic layer was separated, dried (MgSO4), filtered and solvent evaporated. The residue was purified by chromatography eluting with 100% EtOAc then with 10% v/v MeOH/EtOAc/NH4OH yielding product 79 as a white solid. (220mg.81%) ESMS (MH, 269)., 74879-18-8

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1188265-73-7, tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1188265-73-7, Intermediate 11 2-[1-(5-Aminothiazolo[5,4-d]pyrimidin-7-yl)piperazin-2-yl]ethanol trifluoracetate salt [0231] To a solution of Intermediate 4 (0.38 g, 2.06 mmol) in DMF (20 mL) were added tert-butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate (1 g, 4.12 mmol) and DIPEA (0.4 g, 3.0 mmol). The reaction mixture was heated at 100 C. for 5 h, allowed to cool, then stirred at room temperature for 2 days. The reaction mixture was concentrated in vacuo, then partitioned between water and DCM. The organic phase was separated and concentrated in vacuo. The resulting crude material was purified by column chromatography (silica gel: 100-200 mesh, MeOH:DCM gradient 0% to 20%) to give a pale yellow foam. The foam was dissolved in DCM (1 mL) and TFA (2 mL) and stirred for 1 h. The reaction mixture was concentrated in vacuo, then triturated with diethyl ether, to give the title compound (0.6 g) as a sticky yellow solid. LCMS (ES+) 281 (M+H)+, RT 0.361 minutes (method 3).

1188265-73-7 tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate 53407692, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Brookings, Daniel Christopher; Ford, Daniel James; Franklin, Richard Jeremy; Ghawalkar, Anant Ramrao; Kulisa, Claire Louise; Neuss, Judi Charlotte; Reuberson, James Thomas; US2014/315885; (2014); A1;,
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

PREPARATIVE EXAMPLE 9; STEP B; (Bhattacharyya, S. Tetrahedron Lett. 1994,35, 2401.) [] A mixture of the title compound from Step A (1.09 g, 5.04 mmol, 1.0 eq.), paraformaldehyde (300 mg, ? 10.08 mmol, 2.0 eq.), and titanium isopropoxide (1.5 ml, 5.04 mmol, 1.0 eq.) in absolute ethanol (5 ml) was stirred at 70 C for 30 minutes and at room temperature for another 30 minutes. Sodium borohydride (195 mg, 5.04 mmol, 1.0 eq.) was added to the colorless solution. The solution was stirred at room temperature for 12h and at 60 C for another 3h. The solution was cooled to 0 C and treated with a 2.0M aqueous ammonia solution (25 ml, 50.00 mmol, excess) to give a snow-white suspension. The suspension was filtered through a Celite 521 plug and the filtrate was extracted with diethyl ether (4 x 25 ml). The ethereal extracts were combined and washed with brine (10 ml), dried over Na2SO4, filtered, and concentrated under house vacuum at 30 C. The residue was flash chromatographed (CH2Cl2 : 10% NH4OH/MeOH = 9:1 v/v) over silica gel to give the title compound (1.10 g, 95%) as a light-yellow, viscous oil. MS (EI): m/z 231 ([M+H]+, 59%), 175(B+). HR-MS(FAB):Calculated for C11H22N2O3 ([M+H]+): 231.1709. Found: 231.1716.

278788-66-2, As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; EP1140904; (2005); B1;,
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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 6 tert-Butyl (cis)-4-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3,5-dimethyl-1-piperazinecarboxylate STR51 Potassium carbonate (1.79 g) was added to a solution of tert-butyl (cis)-3,5-dimethyl-1-piperazinecarboxylate (2.57 g) [see Preparation 5] in acetronitrile (10 ml). The reaction mixture was stirred at room temperature for 5 minutes, after which time N(2-bromoethyl) phthalimide (3.36 g) was added and the mixture was stirred for a further 4 hours. Sodium iodide (0.1 g) was added and the reaction mixture was heated to reflux for 18 hours. The mixture was then cooled and the solvent removed under reduced pressure. The residue was partitioned between ethyl acetate and water, the organic layer was separated, dried over magnesium sulphate and the solvent removed under reduced pressure. The crude product was purified by column chromatography on silica gel eluding with a solvent gradient of 4:1:0, changing to 0:95:5, by volume, hexane:ethyl acetate:0.88 aqueous ammonia solution. to afford tert-butyl (cis)-4-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3,5-dimethyl-1-piperazinecarboxylate (0.94 g) as an oil. 1 H-NMR (CDCl3)delta: 7.85 (2H, m), 7.75 (2H, m), 3.90 (2H, m), 3.75 (2H, t), 2.95 (2H, t), 2.70-2.50 (4H, m), 1.45 (9H, s), 1.20 (6H, d). MS: 388 (MH+).

129779-30-2, As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc; US6166011; (2000); A;,
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

To a solution of 3,3-diemethyl-piperazine-1-carboxylic acid tert-butyl ester (720 mg) and triethylamine (0.59 mL) in dichloromethane (10 mL) at 0 C. was added dropwise methanesulfonyl chloride (0.30 mL). The reaction mixture was stirred at room temperature for 16 h and then quenched with water (10 mL) and extracted into dichloromethane (2*20 mL). The combined organic layers were washed with saturated aqueous brine solution (2*20 mL), dried (MgSO4) and concentrated to give 4-methanesulfonyl-3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl ester as a white solid (914 mg, 93%).

259808-67-8, As the paragraph descriping shows that 259808-67-8 is playing an increasingly important role.

Reference：
Patent; Piramed Limited; Genentech, Inc.; US2008/76758; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To solution of tert-butyl 3-oxopiperazine-1-carboxylate (1.00 g) in dimethylformamide (20 ml) was added at 0C sodium hydride (240 mg) in three portions and stirring was continued at22C for 30 mm. (2-Bromoethoxy)(tert-butyl)dimethylsilane (1.43 g) was added at 0C andstirring was continued at 22C for 4 h. The mixture was partitioned between water and ethylacetate, the organic layer was dried, evaporated and the residue purified by flashchromatography (silica gel, 0 – 5% methanol in dichloromethane) to give the title compound(6.85 g) as a light yellow oil.MS (ESI, m/z): 359.2 [(M+H)], 76003-29-7

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; LERNER, Christian; KREIS, Lukas; WEIKERT, Robert James; NEIDHART, Werner; HILPERT, Hans; (97 pag.)WO2017/158147; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

325145-35-5, (S)-tert-Butyl 2-ethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(4-trifluoromethylbenzofur-7-yl)-3(S)-ethyl-4-tert-butoxycarbonylpiperazine Beginning with 1.45 gm (5.47 mMol) 4-trifluoromethyl-7-bromobenzofuran and 1.4 gm (6.53 mMol) 1-(tert-butoxycarbonyl)-2(S)-ethylpiperazine, 1.82 gm (84percent) of the desired compound were prepared essentially as described in Example 1. ESMS: m/e=399 (M+1)

325145-35-5, As the paragraph descriping shows that 325145-35-5 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US6638936; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Oxalyl chloride (47.7 kg, 375.8 mol) was added to a solution of oxazole-5-carboxylic acid (32.88 kg, 290.8 mol) in isopropyl acetate (144 kg) maintaining the temperature at 52-58 °C. The temperature was increased to 58.5 °C, stirred for 5 h and then cooled to 20 °C. The reactionmixture was added to a solution of 1-(isopropyl)piperazine (41 kg, 319.8 mol) and potassium carbonate (118.4kg) in isopropyl acetate (348 kg) and water (103 kg) maintaining the temperature below 25 °C. The reaction was stirred for 15 mins, the temperature was increased to 33 °C and the organic phase washed with water (191 kg), concentrated under reduced pressure to 95 L and cooled to 20 °C. n-Heptane (157 kg) was added and the crystallisation stirred for 2 h, and theproduct filtered off, washed with n-heptane (157 kg) and dried under vacuum 40 °C to give the title compound (57.14 kg, 88.0percent).1H NMR (400 MHz, CDCI3-d) ppm 7.94 (5, 1 H), 7.56 (5, 1 H), 3.91-3.73 (m, 4 H), 2.75 (spt., J=6.5 Hz, 1 H), 2.63-2.52 (m, 4 H) and 1.06 (d, J=6.6 Hz, 6 H)., 4318-42-7

The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BREAM, Robert Nicholas; HAYLER, John David; IRONMONGER, Alan Geoffrey; SZETO, Peter; WEBB, Michael Robert; WHEELHOUSE, Katherine Marie Penelope; WILLACY, Robert David; (50 pag.)WO2016/193255; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics