Sep 2021 News Analyzing the synthesis route of tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: fert-Butyl 4-(2-(nonylamino)ethyl)piperazine-l -carboxylate Chemical Formula: C20H41N3O2 Molecular Weight: 355.57 [00633] To a solution of 1 -bromononane (1.81 g, 8.72 mmol) in MeCN (44 mL) was added 4-(2-aminoethyl)-l-boc-piperazine (2.0 g, 8.72 mmol), K2C03 (2.4 g, 17.4 mmol), and KI (145 mg, 0.872 mmol). The reaction was allowed to stir at 65 °C for 16 hours. The reaction mixture was cooled to room temperature, filtered, and the solids were washed with hexanes. The filtrate was extracted with hexanes, and the combined extracts were concentrated in vacuo. Purification by ISCO silica flash chromatography (0-20percent MeOH/DCM) provided fert-butyl 4- (2-(nonylamino)ethyl)piperazine-l-carboxylate (775 mg, 25percent). UPLC/ELSD: RT = 0.47 min. MS (ES): m/z (MH+) 356.41 for C20H41N3O2 (1738) XH-NMR (300 MHz, CDC13) delta: ppm 3.44 (br. m, 4H); 2.74 (t, 2H); 2.63 (t, 2H); 2.53 (t, 2H); 2.41 (br. m, 4H); 1.48 (br. m, 9H); 1.30 (br. m, 14H); 0.90 (t, 3H)., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; MODERNATX, INC.; BENENATO, Kerry E.; BUTCHER, William; (437 pag.)WO2017/112865; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 192130-34-0

As the paragraph descriping shows that 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (60 mg, 0.154 mmol) , the product of Step B (35.3 mg, 0.154 mmol) , HATU (70.6 mg, 0.18 mmol) and DIPEA (40 mg, 0.308 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H 2O (15 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep-TLC (petroleum ether/EtOAc=1: 2) to give the target compound (34 mg, 36.8%) as a white solid. MS: M/e 601 (M+1) +., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 192130-34-0

As the paragraph descriping shows that 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (60 mg, 0.154 mmol) , the product of Step B (35.3 mg, 0.154 mmol) , HATU (70.6 mg, 0.18 mmol) and DIPEA (40 mg, 0.308 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H 2O (15 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep-TLC (petroleum ether/EtOAc=1: 2) to give the target compound (34 mg, 36.8%) as a white solid. MS: M/e 601 (M+1) +., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 192130-34-0

As the paragraph descriping shows that 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (60 mg, 0.154 mmol) , the product of Step B (35.3 mg, 0.154 mmol) , HATU (70.6 mg, 0.18 mmol) and DIPEA (40 mg, 0.308 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H 2O (15 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep-TLC (petroleum ether/EtOAc=1: 2) to give the target compound (34 mg, 36.8%) as a white solid. MS: M/e 601 (M+1) +., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 192130-34-0

The synthetic route of 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To compound 4 (183mg , 0.8 mmol) in DCM (3 ml), was added DIPEA ( 0.278 ml, 2 eq) and then propionyl chloride (130mg, 1 mmol) . The reaction was stirred at room temperature for lhr. The mixture was concentrated and partitioned between ethyl acetate and water, ethyl acetate layer was separated and dried, concentrated, then HC1 in dioxane ( 4N, 2 ml) was added. The mixture was stirred at room temperature for lhr, concentrated to afford crude 5a. It was then diluted with dry DMF ( 5 ml), was added, followed by addition of DIPEA (0.278ml, 1.6 mmol) and then (Biotin-LC-LC-NHS ( 454mg, O.Smmol). The mixture was stirred at room temperature for 12 hrs. The mixture was diluted with water, extracted with ethyl acetate. The organics were concentrated and then purified by HPLC to yield the desired product 6a ( 390 mg). NMR: pass, 192130-34-0

The synthetic route of 192130-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NESTEC S.A.; SELVARAJ, Fabiyola; PRINCEN, Fred; SINGH, Sharat; WO2014/188377; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cyclohexanecarboxaldehyde (145muL, 1.2mmol) and Boc-aminoethylpiperazine (229mg, 1 mmol) were stirred in DCM (10ml) at room temperature for 30mins before the addition of STAB (424mg, 2mmol) and acetic acid (114muL, 2mmol). The reaction was stirred at room temperature for 24hr before being quenched with 2M NaOH (20ml) and the product extracted with DCM (3 x 10ml). The combined organic layers were dried over Na2SO4, and concentrated in vacuo to yield a brown oil. The brown oil was dissolved in DCM (10ml) before the addition of triethylamine (278mul, 2mmol) and indole-3-glyoxylyl chloride (414mg, 2mmol). The reaction was stirred at room temperature for 24hr. The solvent was removed in vacuo and the reaction quenched with water (20ml). The product was extracted with EtOAc (3 x 20ml), and the combined organic layers were dried over Na2SO4, and concentrated in vacuo to yield the product, 4-(2- {cyclohexylmethyl-[2-(1 H-indol-3-yl)-2-oxo-acetyl]-amino}-ethyl)-piperazine-1- carboxylic acid tert-butyl ester 84, as a brown oil which was carried through to the next step without further purification., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; LECTUS THERAPEUTICS LIMITED; WO2009/133387; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 192130-34-0

192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: In a schlenk-type flask, corresponding aliphatic amine (2 mmol) and intermediates Y-5 (0. 5 mmol) were dissolved in dry dioxane (5 mL), and then Pd2(dba)3 (0.05 mmol), XantPhos (0.05 mmol) and Cs2CO3 (7.5 mmol) were added. The mixture was refluxed to 105 °C while stirring under nitrogen atmosphere. The reaction was followed by TLC until its completion. After cooling, the solvent was evaporated under reduce pressure. The residue was purified by flash column chromatography using ethyl acetate/petroleum ether as eluent to give target compounds Ia-Im and IIa-IIm (except Ii and Iii). For Ii and IIi, the Boc group was further removed using CF3COOH to provide the two compounds., 192130-34-0

192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference:
Article; Yang, Jiapei; Chen, Wenmin; Kang, Dongwei; Lu, Xueyi; Li, Xiao; Liu, Zhaoqiang; Huang, Boshi; Daelemans, Dirk; Pannecouque, Christophe; De Clercq, Erik; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 294 – 304;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 192130-34-0

192130-34-0, As the paragraph descriping shows that 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(a) 4-Chloro-2-methoxy-N-[2-(1-piperazinyl)ethyl]benzamide trifluoroacetate A solution of 4-chloro-2-methoxybenzoyl chloride (2.1 g), tert-butyl 4-(2-aminoethyl)-1-piperazinecarboxylate (3.0 g) and triethylamine (2.6 ml) in dichloromethane (100 ml) was stirred at room temperature for 72 hours. The solution was washed with brine, dried and treated with trifluoroacetic acid. After 16 hours the solution was concentrated and the residue triturated under ether to give the product as an oil (4.1 g).

192130-34-0, As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; Astrazeneca UK Limited; US6562825; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 192130-34-0

192130-34-0, As the paragraph descriping shows that 192130-34-0 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(a) 4-Chloro-2-methoxy-N-[2-(1-piperazinyl)ethyl]benzamide trifluoroacetate A solution of 4-chloro-2-methoxybenzoyl chloride (2.1 g), tert-butyl 4-(2-aminoethyl)-1-piperazinecarboxylate (3.0 g) and triethylamine (2.6 ml) in dichloromethane (100 ml) was stirred at room temperature for 72 hours. The solution was washed with brine, dried and treated with trifluoroacetic acid. After 16 hours the solution was concentrated and the residue triturated under ether to give the product as an oil (4.1 g).

192130-34-0, As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference:
Patent; Astrazeneca UK Limited; US6562825; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate

192130-34-0, 192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(2-(((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-9-(4- (tert-butoxycarbonyl)phenyl)-5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-3a-yl)methylamino)ethyl)piperazine-l-carboxylate.To a solution of tert-butyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a- formyl-5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-y 1)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (0.1 g, 0.167 mmol) in DCE (2 ml) was added acetic acid (0.019 ml, 0.334 mmol) and 4-N-(2-Aminoethyl)-l-N-Boc-piperazine (0.077 g, 0.334 mmol). The mixture was stirred at rt for 2 h then to the mixture was added sodium triacetoxyborohydride (0.177 g, 0.835 mmol). The mixture was stirred for 3 days at rt then was diluted with 7 ml of sat. aHC03 and was extracted with dichloromethane (3 x 7 ml). The combined organic layers were dried with a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was used in the next step without further purification. LCMS: m/e 812.3 (M+H)+, 3.30 min (method 6).

192130-34-0, 192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; REGUEIRO-REN, Alicia; SWIDORSKI, Jacob; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; MEANWELL, Nicholas A.; LIU, Zheng; WO2012/106188; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics