Category: 21043-40-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21043-40-3,1-Cyclopentylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 14 (200 mg, 0.63 mmol) in DMA (60 mL), HOBt(170 mg, 1.26 mmol), EDCI (242 mg, 1.26 mmol), and DIPEA(0.208 mL, 1.26 mmol) and then the corresponding piperazine wereadded, and the mixture was stirred overnight. Water (10 mL) wasadded to the mixture, which was stirred for an additional 1 h. Then,the mixture was extracted with ethyl acetate (50 mL x 3). Thecombined organic layers were washed with brine, dried overanhydrous sodium sulfate and concentrated to give the crudeproduct, which was purified by column chromatography to affordthe corresponding compounds in good yields., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Chen, Wenhua; Guo, Ne; Qi, Minghui; Dai, Haiying; Hong, Minghuang; Guan, Longfei; Huan, Xiajuan; Song, Shanshan; He, Jinxue; Wang, Yingqing; Xi, Yong; Yang, Xinying; Shen, Yanyan; Su, Yi; Sun, Yiming; Gao, Yinglei; Chen, Yi; Ding, Jian; Tang, Yun; Ren, Guobin; Miao, Zehong; Li, Jian; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 514 – 531;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To mixture of (2S)(‘/WJ-5-(-1-(tert-butoxy)-2-methoxy-2-oxoethyl)-4-(8-fluoro-5-methylchroman- 6-yl)-1 ,6-dimethyl-1 H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (30 mg, 0.060 mmol) and 1- cyclopentylpiperazine (8.67 pL, 0.060 mmol) in ethyl acetate (1 mL) was added DIEA (0.026 mL, 0.150 mmol) followed by addition of 1-propanephosphonic acid cyclic anhydride (T3P) (0.072 mL, 0.120 mmol) as a 50% solution in ethyl acetate and stirred at room temperature for 30 min. Diluted with ethyl acetate, added water and saturated ammonium chloride and extracted with ethyl acetate. Organic phase was washed with brine, dried over IS^SC^, filtered and concentrated to give (2S (7WJ-methyl 2-(tert-butoxy)-2-(2-(4-cyclopentylpiperazine-1-carbonyl)-4- (8-fluoro-5-methylchroman-6-yl)-1 ,6-dimethyl-1 H-pyrrolo[2,3-b]pyridin-5-yl)acetate (37 mg, 97% yield) as a colorless oil. 1H NMR (400 MHz, CHLOROFORM-d) delta = 6.74 (br. s., 1 H), 5.99 (br. s., 1 H), 5.14 (s, 1 H), 4.32 (t, J=5.0 Hz, 2 H), 3.93 (br. s., 3 H), 3.78 – 3.88 (m, 1 H), 3.59 (s, 3 H), 2.78 – 2.86 (m, 3 H), 2.74 (br. s., 2 H), 2.53 (br. s., 2 H), 2.17 (br. s., 2 H), 1.89 (br. s., 2 H), 1.78 (s, 3 H), 1.57 (br. s., 12 H), 1.06 – 1.17 (m, 9 H); LC/MS (m/z) ES+ = 635 (M+1)

21043-40-3, The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VIIV HEALTHCARE UK LIMITED; DE LA ROSA, Martha Alicia; JOHNS, Brian, Alvin; KAZMIERSKI, Wieslaw, Mieczyslaw; SAMANO, Vicente; SUWANDI, Lita; TEMELKOFF, David; VELTHUISEN, Emile; WEATHERHEAD, Jason, Gordon; WO2014/9794; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 6-(4-cyclopentylpiperazin-l-yl)-9H-purin-2-amine (28): Compound 1 (0.5 g, 2.95 mmol) was dissolved in acetonitrile (8 mL) and potassium carbonate (1.63 g, 11.8 mmol) and 1 – cyclopentylpiperazine (0.91 g, 5.9 mmol) were added. The reaction was stirred under the N2 atmospheric condition at 100C for 12 hours. Organic layer was extracted with CHCI3 system and column chromatography was done by using CH3OH and CHCI3 system to give compound 28 (yield 60%) as a off-white solid. 1H NMR (300MHz, DMSO-d6) delta ppm 7.66 (s, 1H), 5.72 (s, -NH2), 4.09 (m, 4H), 2.46 (t, J = 4.2 Hz, 4H), 2.42-2.39 (m, 1H), 1.61 -1.50 (m, 4H), 1.43-1.29 (m, 4H). ESI-MS m/z 288.14 (M+H).

21043-40-3, 21043-40-3 1-Cyclopentylpiperazine 806421, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; TALUKDAR, Arindam; GANGULY, Dipyaman; MUKHERJEE, Ayan; PAUL, Barnali; RAHAMAN, Oindrila; KUNDU, Biswajit; ROY, Swarnali; DEBLINA, Raychaudhuri; (60 pag.)WO2019/92739; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 6-(4-cyclopentylpiperazin-l-yl)-9H-purin-2-amine (28): Compound 1 (0.5 g, 2.95 mmol) was dissolved in acetonitrile (8 mL) and potassium carbonate (1.63 g, 11.8 mmol) and 1 – cyclopentylpiperazine (0.91 g, 5.9 mmol) were added. The reaction was stirred under the N2 atmospheric condition at 100C for 12 hours. Organic layer was extracted with CHCI3 system and column chromatography was done by using CH3OH and CHCI3 system to give compound 28 (yield 60%) as a off-white solid. 1H NMR (300MHz, DMSO-d6) delta ppm 7.66 (s, 1H), 5.72 (s, -NH2), 4.09 (m, 4H), 2.46 (t, J = 4.2 Hz, 4H), 2.42-2.39 (m, 1H), 1.61 -1.50 (m, 4H), 1.43-1.29 (m, 4H). ESI-MS m/z 288.14 (M+H).

21043-40-3, 21043-40-3 1-Cyclopentylpiperazine 806421, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; TALUKDAR, Arindam; GANGULY, Dipyaman; MUKHERJEE, Ayan; PAUL, Barnali; RAHAMAN, Oindrila; KUNDU, Biswajit; ROY, Swarnali; DEBLINA, Raychaudhuri; (60 pag.)WO2019/92739; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 6-(4-cyclopentylpiperazin-l-yl)-9H-purin-2-amine (28): Compound 1 (0.5 g, 2.95 mmol) was dissolved in acetonitrile (8 mL) and potassium carbonate (1.63 g, 11.8 mmol) and 1 – cyclopentylpiperazine (0.91 g, 5.9 mmol) were added. The reaction was stirred under the N2 atmospheric condition at 100C for 12 hours. Organic layer was extracted with CHCI3 system and column chromatography was done by using CH3OH and CHCI3 system to give compound 28 (yield 60%) as a off-white solid. 1H NMR (300MHz, DMSO-d6) delta ppm 7.66 (s, 1H), 5.72 (s, -NH2), 4.09 (m, 4H), 2.46 (t, J = 4.2 Hz, 4H), 2.42-2.39 (m, 1H), 1.61 -1.50 (m, 4H), 1.43-1.29 (m, 4H). ESI-MS m/z 288.14 (M+H).

21043-40-3, 21043-40-3 1-Cyclopentylpiperazine 806421, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; TALUKDAR, Arindam; GANGULY, Dipyaman; MUKHERJEE, Ayan; PAUL, Barnali; RAHAMAN, Oindrila; KUNDU, Biswajit; ROY, Swarnali; DEBLINA, Raychaudhuri; (60 pag.)WO2019/92739; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7H-Indolo[2,1-a][2]benzazepine-10-carboxamide, 6-[1-cyclobutyl-4-(1-cyclopentylpiperazin-4-ylcarbonyl)-1H-pyrazol-5-yl]-13-cyclohexyl-3-methoxy-N-[(1-methylethyl)sulfonyl]- A 2 dram vial was charged with 1H-pyrazole-4-carboxylic acid, 1-cyclobutyl-5-[13-cyclohexyl-3-methoxy-10-[[[(1-methylethyl)sulfonyl]amino]carbonyl]-7H-indolo[2,1-a][2]benzazepin-6-yl]-(60 mg, 0.091 mmol), DMF (1 mL), 4-methylmorpholine (0.030 mL, 0.274 mmol), 1-cyclopentylpiperazine (15.50 mg, 0.100 mmol) and o-benzotriazol-1-yl-N,N,N’,N’-tetramethyluronium tetrafluoroborate (TBTU) (32.3 mg, 0.100 mmol). The rxn was stirred for 1 hour. LCMS indicates the rxn was complete, 766.36 at 4.11 minutes. It was diluted with ether, washed with saturated ammonium chloride then brine, dried (MgSO4) and evaporated giving a yellow solid. The solid was dissolved in DCM, the solution was added to a Thomson silica gel column and the column was eluted with DCM/methanol (0% to 5%). The appropriate fractions (TLC) were combined and evaporated giving a light yellow solid. The solid was triturated in ether/hexane giving the product (52 mg, 0.065 mmol, 71.5% yield) as a light yellow powder. HPLC: 99.6%. LCMS: 793.43 at 3.77 minutes., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US2009/280083; (2009); 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.21043-40-3,1-Cyclopentylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: 6-(4-Cyclopentyl-piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester A mixture of 1 g (3.7 mmol) 6-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester (prepared according to the method described in WO 2003/064423 A1) and 2.8 g (18.6 mmol) 1-cyclopentyl-piperazine (commercially available) was heated to 140 C. for 1 h. The mixture was absorbed on isolute and purified by flash column chromatography on silica eluting with a gradient formed from n-heptane and ethyl acetate (0.1% NEt3). Evaporation of the product fractions yielded 501 mg (39%) of the title compound as white solid. MS: (m/e): 343.4 (MH+)., 21043-40-3

As the paragraph descriping shows that 21043-40-3 is playing an increasingly important role.

Reference：
Patent; Nettekoven, Matthias; Roche, Olivier; US2007/142358; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of [2-(4-methyl-naphthalen-1-yl)-3H-imidazol-4-yl]-methanol (50 mg, 0.21 mmol) in 1 ,2-dichloroethane (5 ml) at 0C is added thionylchloride (5 eq.). The resulting mixture is stirred at 50C for 1 hr. Solvent and remaining thionylchloride are evaporated, and the residue is dissolved in acetonitrile (3 ml), followed by the addition of substituted 4-cyclopentylpiperazine (1.0 eq.) and potassium carbonate (2.0 eq.). The resulting mixture is stirred at rt overnight. The reaction is diluted with EtOAc (10 ml), washed with brine, dried, and solvent is removed. The crude product is purified through PTLC to give l-cyclopentyl-4-[2-(4-methyl-naphthalen-1-yl)-3H-imidazol-4- ylmethyl]-piperazine. LCMS 375 (M+ +1).

21043-40-3, As the paragraph descriping shows that 21043-40-3 is playing an increasingly important role.

Reference：
Patent; NEUROGEN CORPORATION; WO2006/89076; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6 (Z)-5-(3-chloro-2-(4-cyclopentylpiperazin-1-yl)-5 (trifluoromethyl)benzylidene)thiazolidine-2,4-dione hydrochlorideA 40 mL vial was charged with a magnetic stir bar, 3-chloro-2-fluoro-5-(trifluoromethyl)benzaldehyde (0.134 ml, 1.10 mmol), acetonitrile (2.76 ml), 1-cyclopentylpiperazine (0.213 g, 1.38 mmol), and K2CO3 (0.229 g, 1.66 mmol). The vial was heated to 70 C. with stiffing for 2 h. The vessel was then cooled to rt and the mixture was diluted with DCM and filtered. The filtrate was conc. in vacuo to afford the substituted aldehyde which was dissolved in EtOH (2.76 ml). Thiazolidine-2,4-dione (0.155 g, 1.32 mmol) and piperidine (9.40 mg, 0.11 mmol) were then added and the mixture was heated to reflux for 4 h before being allowed to cool to rt. The mixture was then conc. in vacuo to afford the product which was dissolved in DMSO (2 mL) and purified via reverse phase HPLC to afford fractions that were conc. in vacuo, suspended in methanol (5 mL) and 1N HCl in diethyl ether (2 mL). This mixture was conc. in vacuo to afford (Z)-5-(3-chloro-2-(4-cyclopentylpiperazin-1-yl)-5-(trifluoromethyl)benzylidene)thiazolidine-2,4-dione hydrochloride (0.215 g, 39.3%). 1H NMR (300 MHz, DMSO-D6) delta ppm 12.78 (s, 1H) 7.96 (s, 1H) 7.83 (s, 1H) 7.63 (s, 1H) 3.77-3.50 (m, 5H) 3.30-3.22 (m, 2H) 3.08-2.99 (m, 2H) 2.03-1.99 (m, 2H) 1.84-1.61 (m, 4H) 1.60-1.50 (m, 2H); m/z 461.

21043-40-3, As the paragraph descriping shows that 21043-40-3 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; US2011/218182; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (1) Reaction. To a half-dram vial, in which reagent amine or its hydrochloride (0.050 mmol)was pre-weighed, were added 0.65 mL of a 0.1 M solution of 1-acryloyl-N,N-dimethylindoline-2-carboxamide (rac)-3 in 3.75% dry Et3Neanhydrous THF and 0.25 mL of 3.75% dry Et3N/dry dimethylacetamide and the resulting mixture was shaken at 60 C for 16 h. After cooling to room temperature, the reaction mixture was loaded onto an Oasis MCX cartridge (1 g/6 mL) preconditioned 8 mL of MeOH. The solid-phase matrix was washed with 10 mL of MeOH and then eluted with 5 mL of 1 M ammonia/MeOH. The elute was concentrated to dryness by vacuum centrifuge, providing crude product. In case it is needed, the crude material was purified with preparative LS/MS to give the desired product as salt-free form or formic acid salt dependent on the purification condition. (2) HPLC/LCeMS method. (i) Analytical condition: equipment, Waters 2795; column: Waters XTerra C18, 5 mm, 4.6 50 mm; column temperature, 40 C; detector, photodiodearray (210e400 nm); flow, 1.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient; MS condition (ionization method), ESI (positive). (ii) Preparativeconditions: equipment, Waters prep LC/MS system; column, Waters XTerra C18, 5 mm, 20 50 mm; column temperature, ambient temperature; flow, 20.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Hayashi, Shigeo; Ohashi, Katsuyo; Nakata, Eriko; Emoto, Chie; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 228 – 242;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics