Analyzing the synthesis route of (S)-tert-Butyl 2-ethylpiperazine-1-carboxylate

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

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

General procedure: A mixture of 2-carboxyl-1H-benzo[d]immidazole-4-carboxamide (75 mg, 0.37 mmol), EDC (210 mg, 1.09 mmol), HOBt(147 mg, 1.09 mmol), Et3N (0.4 mL, 2.93 mmol) and N-Boc-aminopyrrolidine(202 mg, 1.09 mmol) in DMF (5 mL) was stirred atroom temperature for 20 h and then H2O was added to the mixture.The solutionwas extracted with the solvent mixture (ethyl acetate/methanol = 10:1) (30 mL x 3) and then the organic layer waswashed with brine (20 mL x 2). The combined organic layer wasdried over anhydrous MgSO4. After filtration and concentration, thecrude product was obtained and purified with column chromatography(methylene chloride/methanol 50:1 to 40:1) to givecompound 7a as a white solid (74 mg, 54.4percent).

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 325145-35-5

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Concentrated hydrochloric acid (3 ml) was added to 2-(S)-ethyl-1-tert-butoxycarbonylpiperazine (986 mg, 4.27 mmol) and the resulting mixture was stirred for 20 minutes and then concentrated under reduced pressure, and the solvent was removed azeotropically with ethanol. The resulting solid was washed with 2-propanol to give the title compound (694 mg) as a colorless solid. This compound was used in the next step without being purified.

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2010/130492; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of (S)-tert-Butyl 2-ethylpiperazine-1-carboxylate

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The product from example 69 part d) (1 g), the product from example 13 part b) (1.263 s g) and MgSO4 (xs) were stirred in THF (50 ml) for 16 h. Sodium triacetoxy borohydride (3.96 g) was added and the reaction stirred for 16 h. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was dried (Na2SO4) and concentrated in vacuo. It was purified by chromatography (silica, (20percent EtOAc/isohexane as eluent)), to give the sub-titled compound as a colourless oil (2.03 g). o MS: APCI (+ve): 469 (M+l), 325145-35-5

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/56752; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (S)-tert-Butyl 2-ethylpiperazine-1-carboxylate

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(8D) Tert-butyl (2S)-4-{4-[{[trans-4-(4-fluorophenoxy)cyclohexyl]carbonyl}(methyl)amino]-2-methylbenzyl}-2-ethylpiperazine-1–carboxylate [0230] Trans-4-(4-fluorophenoxy)-N-(4-formyl-3-methylphenyl)-N-methylcyclohexanecarboxamide (55.0 mg, 0.149 mmol) produced in (8C) and tert-butyl (2S)-2-ethylpiperazine-1-carboxylate (39.0 mg, 0.182 mmol) were dissolved in dichloromethane (3 mL), and acetic acid (45.0 mg, 0.749 mmol) was added thereto at room temperature, and then, sodium triacetoxy borohydride (48 mg, 0.226 mmol) was added thereto at 0¡ãC. Then, the resulting mixture was stirred under a nitrogen atmosphere at room temperature for 2 hours. [0231] To the reaction solution, a saturated aqueous solution of sodium hydrogen carbonate was added, and the organic matter was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. The obtained crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 100:0 to 0:100 (v/v)), whereby the target compound was obtained as a colorless oil (70.0 mg, yield: 83percent). 1H-NMR (CDCl3, 400MHz): delta0.78 (3H, t, J = 7.6 Hz), 1.19-1.05 (2H, m), 1.46 (9H, s), 1.82-1.58 (6H, m), 2.16-2.02 (4H, m), 2.28-2.18 (1H, m), 2.38 (3H, s), 2.77-2.64 (2H, m), 3.08-2.96 (1H, m), 3.23 (3H, s), 3.48-3.35 (2H, m), 4.13-3.82 (3H, m), 6.80-6.74 (2H, m), 6.98-6.88 (4H, m), 7.29 (1H, d, J = 7.4 Hz)., 325145-35-5

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

Reference£º
Patent; Daiichi Sankyo Company, Limited; TODA, Narihiro; TAKANO, Rieko; SHIDA, Takeshi; KATAGIRI, Takahiro; IWAMOTO, Mitsuhiro; ASHIDA, Shinji; YAMAZAKI, Mami; EP2623492; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 325145-35-5

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

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

325145-35-5, Example 2J kJlBOCA 250 ml round bottom flask was charged with A2 (4g, 15.9 mmol), 1-Boc-2-S-ethyl piperazine A3 (prepared as per Kiley et al Org. Prep. Proc. Int. 1990, 22, 761; 4.2 g, 18.6 mmol), tris(dibenzylideneacetone)dipalladium , (340 mg, 0.37 mmol), racemic-2,2′-bis(diphenylphosphino)-1 ,1′-binaphthyl (BINAP) (495 mg, 0.74 mmol), cesium carbonate (12g, 37.2 mmol) and toluene (80 ml). After the mixture was heated at 1003C for 16 h, fresh tris(dibenzylidene- acetone)dipalladium (340 mg, 0.37 mmol) and BINAP (495 mg, 0.74 mmol) were added and the heating was continued for 3 days. The solvent was removed in vacuo, and the residue was suspended in a 100 ml portion of ethyl acetate. This mixture was extracted with water and brine, dried over sodium sulfate, and concentrated in vacuo. Purification of the residue via silica gel flash chromatography (5percentmethanol/ 95percent DCM) yielded 5.3 g of a partially purified material which was used directly in the next step. M+H = 350

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA, INC.; WO2008/8453; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 325145-35-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The 3 – ((2,4-dioxo -3,4-dihydrochinazolines having antiviral properties -1 (2H)-yl) methyl) benzoic acid (150 mg, 0 . 51mmol), HATU (388 mg, 1 . 02mmol), HOBt (138 mg, 1 . 02mmol) and TEA (104 mg, 1 . 02mmol) into the reaction bottle in, addition of about 5 ml of the dissolution of water-free DMF, r.t. The lower stirring 15 min, then dropwise (S)-N-Boc-2-ethyl piperazine (153 mg, 0 . 76mmol) in the DMF solution to the reaction solution, r.t. The lower stirring sleepovers, reducing pressure and evaporating solvent, addition of about 20mLDCM, saturated NaHCO3washing (25 ml ¡Á 2), dried anhydrous sodium sulfate, silica gel column chromatography to obtain 150 mg of solid, yield 65.8percent.

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

Reference£º
Patent; Institute Of Materia Medica Chinese Academy Of Medical Sciences; Xu, Bailing; Chen, Xiaoguang; Yao, Haiping; Ji, Ming; Jin, Jing; Zhou, Jie; Wang, Ke; Zhao, Dalong; (55 pag.)CN105461697; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 325145-35-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Boc-2-S-ethyl piperazine 22 (prepared as per Kiley et al Org. Prep. Proc- Int. 1990, 22, 761 ; 4.2 g, 18.6 mmol), tris(dibenzylideneacetone)dipalladium (340 mg, 0.37 mmol), racemic-2,2′-bis(diphenylphosphino)-1 ,1′-binaphthyl (BINAP) (495 mtf, 0.74 mmol), cesium carbonate (12 g, 37.2 mmol) and toluene (80 ml). After the mixture was heated at 100 0C for 16 h, fresh tris(dibenzylideneacetone)- dipalladium (340 mg, 0.37 mmol) and BINAP (495 mg, 0.74 mmol) were added and the heating was continued for 3 days. The solvent was removed in vacuo, and the residue was suspended in a 100 ml portion of ethyl acetate. This mixture was extracted with water and brine. The separated organic layer was dried over sodium sulfate and concentrated in vacuo. Purification of the residue via silica gel flash chromatography (5percent methanol/ 95percent DCM) yielded 5.3 g of a partially purified material 23 which was used directly in the next step. M.S. M+H = 350

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

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA, INC.; WO2007/109238; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics