Month: July 2021

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5308-25-8

An amount of 120 mg (0.26 mmol) of 4-(4-chlorobutyl)-9-(2,4-dichloroanilino)-3,4-dihydro-2H-[1,4]oxazino[2,3-g]quinoline-8-carbonitrile was stirred in N,N-dimethylformamide (0.8 mL), and to this were added sodium iodide (55 mg, 0.36 mmol), tetrabutylammonium iodide (58 mg, 0.16 mmol), and 1-ethylpiperazine (0.26 mL, 2.1 mmol). The mixture was heated at 50C for three hours, after which an additional amount of 1-ethylpiperazine (0.26 mL, 2.1 mmol), was added. The mixture was heated at 60C for 3 hours, and subsequently evaporated to a yellow oil, stirred with saturated sodium bicarbonate solution, and extracted with dichloromethane. The organic layer was washed with saturated brine solution, dried over sodium sulfate, and evaporated to a yellow oil. Purification was performed by flash chromatography (10% acetone in dichloromethane, then 70:30:5 = dichloromethane: methanol: ammonium hydroxide), to give a yellow solid (74 mg, 53% yield), m.p 97-98C;1H NMR (DMSO-d6) delta 9.21 (s, 1H), 8.27 (s, 1H), 7.73 (d, 1H), 7.68 (s, 1H), 7.42 (dd, 2H), 6.70 (s, 1H), 4.27 (t, 2H), 3.49 (m, 4H), 2.31 (m, 12H), 1.62 (dd, J = 7 Hz, 2H), 1.52 (dd, J = 7 Hz, 2H), 0.97 (t, 3H); [] Analysis for C28H32Cl2N6O·0.3 CH3CO2C2H5 ·1 H2O FoundC, 60.29;H, 5.94;N, 14.76.CalcdC, 60.00;H, 6.23;N, 14.38.

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference：
Patent; Wyeth; EP1268487; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : DIPEA (879 mu, 5.17 mmol) was added to 5-bromo-2-chloropyrimidine Ex.10a (500 mg, 2.56 mmol) in acetonitrile (12 mL). Then, benzyl piperazine-1-carboxylate (500 mu, 2.56 mmol) was added to the mixture. The reaction mixture was stirred at r.t. for 60h. Water and EtOAc were added. The two phases were separated and the aqueous solution was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography on silica gel eluting with Heptane/EtOAc from [100:0] to [0:100]. The product fractions were combined and concentrated to dryness to afford benzyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate Ex.10a (858 mg, 88percent) as white solid.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); 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.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

To a stirring solution of compound 2 (1 g, 2.91 mmol) in dry THF (20 mL) were added LiHMDS (1.0 M in THF) (10.2 mL, 10.2 mmol), paraformaldehyde (69 mg, 2.32 mmol) at -78 C under nitrogen atmosphere. The reaction mixture was brought to RT and stirred for 16 h. After consumption of the starting material (by TLC), the reaction was quenched with ice water (20 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layer was washed with brine solution (2 x 10 mL), dried over Na2S04 and concentrated to obtain crude compound which was purified by column chromatography by eluting 30% EtOAc/ hexanes to afford racemic EE (320 mg, 32%) as white solid. The racemic was separated by chiral HPLC purification to give 75mg each of EE-1 and EE-2. EE-1: 1H-NMR: (400 MHz, DMSO-d6): delta 7.98 (s, 1H), 3.78 (d, / = 12.8 Hz, 1H), 3.67-3.60 (m, 1H), 3.51 (d, / = 13.6 Hz, 1H), 3.41-3.30 (m, 4H), 3.07 (br s, 1H), 1.39 (s, 18H). LCMS (ESI): m/z 340.1 [M+-l]; UPLC: 99.74% EE-2: 1H-NMR: (400 MHz, DMSO-ifc): delta 7.99 (s, 1H), 3.78 (d, / = 12.8 Hz, 1H), 3.65-3.61 (m, 1H), 3.51 (d, / = 13.6 Hz, 1H), 3.40-3.30 (m, 4H), 3.07 (br s, 1H), 1.39 (s, 18H). LCMS (ESI): m/z 340.1 [M+-l]; UPLC: 99.04%, 171504-98-6

The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; APTINYX INC.; KHAN, M., Amin; (75 pag.)WO2018/26782; (2018); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

EXAMPLE 29; Example 29A; Step 1; (R)-2-methyl-piperazine (3.5 g, 34.9 mmol), 2-bromo-5-fluoro benzotri fluoride (7.74 g, 31.7 mmol), BlNAP (0.59 g, 0.95 mmol), tBuONa (4.58 g, 47.65 mmol) and Pd2(dba)3 (0.29 g, 0.32 mmol) were mixed in the flask and purged with N2. Anhydrous toluene (50 mL) was added and purged with N2 again. The resulting mixture was heated in an oil bath at 1000C under N2 for 3 hours. The mixture was cooled to room temperature, diluted with dichloromethane (150 mL), washed with H2O (30 mL) first, then washed with saturated brine (30 mL). The combined organic layer was dried over Na2SO4, concentrated down under reduced pressure to give a brown color liquid as crude. The crude product was purified on silica gel column eluted with 5-10percent MeOH in DCM to give (3lambda)-l-[4-fluoro-2-(trifluoromethyl)phenyl]-3-methylpiperazine as a light yellow oil (6.85 g, 82percent).; Example 29AX. 3-(((2R)-4-r4-fluoro-2-ftrifluoromethyl)phenyll-2-methylpiperazin-l – yl ) sulfonvDphenol; Step A; (R)-2-methyl-piperazine (3.88 g, 38.70 mmol), 2-bromo, 5-fluoro benzotrifluoride (8.55 g, 35.18 mmol), tris(dibenzylidineacetone)dipalldium (0) (32.0 mg g, 0.35 mmol), rac-2,2′-bis(diphenylphosphino)-l,l’-binaphthyl (657.0 mg, 1.06 mmol) and sodium tert- butoxide (5.07 g, 52.77 mmol) were charged to a reaction flask. Toluene (40 mL) was introduced under nitrogen atmosphere and the reaction mixture was heated up at 11O0C for 5.0 hours. Reaction was complete as determined by TLC. The reaction mixture was diluted with dichloromethane, washed with water, saturated brine then dried over MgSO4 and concentrated. The crude product was purified via flash column chromatography to yield (R)-I -(4-fluoro-2- (trifluoromethyl)phenyl)-3-methylpiperazine as a light brown oil (3.1 g, 33.6percent yield).

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; WYETH; WO2007/92435; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

509073-62-5, tert-Butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0260j A mixture of tert-butyl 4-(4-nitrobenzoyl)piperazine- 1 -carboxylate (20 g, 60 mmol) and 10% Pd/C (4 g) in MeOH (600 mL) was stirred under 1 atmosphere of H2 at room temperature for for 18 h. The solution was filtered through Celite and the filtrate was concentrated under reduced pressure to afford 18 g of tert-butyl 4-(4- aminobenzoyl)piperazine-1-carboxylate as a white solid (100%).

509073-62-5, 509073-62-5 tert-Butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate 2764459, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CATABASIS PHARMACEUTICALS, INC.; MILNE, Jill C.; JIROUSEK, Michael R.; VU, Chi B.; WO2013/177536; (2013); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 5 A: A mixture of (R)-2-methyl-piperazine (6.0 g, 59.9 mmol), 4-chloro-3- trifluoromethyl-benzonitrile (11.2 g, 54.5 mmol), tris(dibenzylidineacetone)dipalldium (0) (0.499 g, 0.545 mmol), rac-2,2′-bis(diphenylphosphino)-l,l ‘-binaphthyl (1.02 g, 1.635 mmol)and sodium tert-butoxide (6.55 g, 68.12 mmol) was mixed and purged with N2. Anhydrous toluene (75 mL) was added and the resultant mixture was purged with N2 again. The resultant mixture was heated in an oil bath at 107 0C under N2 for 3 hours. After cooling, the reaction mixture was diluted with DCM (200 mL), washed with H2O (50 mL), and washed with saturated brine (50 mL). The combined organic layers were dried over Na2SO4, concentrated under reduced pressure to give a dark brown liquid. The crude product was purified using a SiO2 gel column, eluting with 5-7percent MeOH in DCM to give 4-[(3i?)-3-methylpiperazin-l-yl]-3-(trifluoromethyl)benzonitrile as a brownish red color oil (l 1.2 g, 76.2percent).

75336-86-6, The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH LLC; WAN, Zhao-Kui; CHENAIL, Eva; IPEK, Manus; LI, Huan-Qiu; MANSOUR, Tarek, Suhayl; SURI, Vipin; XIANG, Jason, Shaoyun; SAIAH, Eddine; WO2010/141550; (2010); 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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: 2,6-Dichloro-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine (24) (447 mg, 1 mmol) was dissolved in 5 mL absolute EtOH, then 1-(alpha,alpha,alpha-trifluoro-p-tolyl)piperazine (0.23g, 1 mmol)/ 2-(1-cyclohexenyl) ethylamine (0.125g, 1 mmol) and (Et)3N (3 equiv) were added. The mixture was refluxed for 10-12 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography. 2-Chloro-6-[4-(4-trifluoromethylphenyl)piperazine-1-yl]-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine (25) The compound was prepared from (24) and 1-(4-trifluoromethylphenyl)piperazine according to the general procedure and was purified by column chromatography (EtOAc-hexane, 1:2) to yield 25 as viscous oil (850 mg; 75%). 1H NMR (CDCl3) delta 2.0 (s, 3H, CH3), 2.02 (s, 3H, CH3), 2.09 (s, 3H, CH3), 3.44 (br s, 4H, piperazine CH2), 3.94-4.72 (m, 7H, H-4?, CH2-5?, piperazine CH2), 5.55 (t, 1H, H-3?), 5.86 (t, 1H, H-2?), 6.16 (d, 1H, H-1?), 7.09 (d, J = 8.8 Hz, 2H, H-2,6 in phenyl), 7.50 (d, J = 8.4 Hz, 2H, H-3,5 in phenyl), 8.43 (s, 1H, H-8). MS (ESI+) m/e: 641.9 (%100) (M+H), 643.9 (%48) (M+H+2).

30459-17-7, 30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Tuncbilek, Meral; Kucukdumlu, Asl?gul; Guven, Ebru Bilget; Altiparmak, Duygu; Cetin-Atalay, Rengul; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 235 – 239;,
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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 2-chloro-N-(2,6-dichlorophenyl)-4-((4- hydroxybutyl)amino)pyrimidine-5-carboxamide (401 mg, 1.03 mmol), tert-butyl 4-(4-aminophenyl)piperazine-1- carboxylate (400 mg, 1.44 mmol) and DIPEA (0.36 mL, 2.06mmol) in anhydrous DMF (7 mL) was stirred at 90C for 60h. The reaction mixture was diluted with EtOAc and water and the layers were separated, the aqueous layer was then extracted once more with EtOAc and the organic layers were combined, washed with water 4 times, dried (MgSO4),filtered and concentrated in vacuo. The residue was purified by flash chromatography (SiC2, 30-70% ethyl acetate in cyclohexane) to afford the title compound (480 mg, 74%) as a brown solid. LCMS (Method A) : = 1.17 mm, m/z = 630 [M+H]., 170911-92-9

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

Reference：
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 24 2-(4-Methylpiperazin-1-yl)ethyl 4-(2,4-difluorophenyl)piperazine-1-carboxylate trihydrochloride 2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate (Intermediate 4; 680 mg, 2.2 mmol) was dissolved in DMF (20.mL). DIPEA (0.76 mL, 4.4 mmol) and 4-(2,4-difluorophenyl)piperazine (508 mg, 2.2 mmol) were added and the reaction mixture was stirred at room temperature for 24 hours, and the reaction mixture was then concentrated in vacuo. The residue was purified by normal phase column chromatography (eluding with DCM, followed by a 200:8:1 mixture of DCM:EtOH:NH3) followed by reverse phase column chromatography (gradient eluding with MeOH in water, with 1% formic acid in each solvent, 0-100%). The residue was dissolved in DCM (10 mL) and 2M HCl in Et2O (3 mL) was added. The reaction mixture was then concentrated in vacuo to give the title compound 2-(4-methylpiperazin-1-yl)ethyl 4-(2,4-difluorophenyl)piperazine-1-carboxylate trihydrochloride (630 mg, 65%) as a white solid. Analytical HPLC: purity 100% (System A, RT=4.02 min); Analytical LCMS: purity 100% (System A, RT=5.76 min), ES+: 369.5 [MH]+; HRMS calcd for C18H26F2N4O2: 368.2024, found 368.2038.

115761-79-0, The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Biovitrum AB; US2009/281087; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran- 1 (3H)-one (0.75 g, 3.95 mmol)and (S)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (1.024 g, 4.73 mmol) in ethanol (12 ml) was heated in microwaye at 150 C for 1.5h. The reaction solution was concentrated and the residue was purified on Biotage using 40-100% ethyl acetatelhexane to giye the title compound. LC/MS: (M+1)+: 407.15., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics