Sep 2021 News Analyzing the synthesis route of tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

As the paragraph descriping shows that 639068-43-2 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.639068-43-2,tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,639068-43-2

A solution of compounds of general structure 1 (1 equiv), Boc protected amine (1-3 equiv) and DIPEA (3 equiv) in DMSO were reacted at 100-110 °C. The reaction mixture was cooled to room temperature and quenched by addition of water and crude residue extracted with EtOAc. Combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure to provide crude compound of general strucutre 2, which was used in the following step without further purification. To a solution of compounds of general structure 2 in CH2C12 was added HCl/dioxane (4 N) or TFA. The reaction was stirred at room temperature for 2 hrs and mixture was concentrated under reduced pressure. The residue was purified by reverse phase preparative HPLC to afford final compounds of general structure 3.

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

Reference:
Patent; KADMON CORPORATION, LLC; SKUCAS, Eduardas; LIU, Kevin, G.; KIM, Ji-In; POYUROVSKY, Masha, V.; MO, Rigen; (345 pag.)WO2019/45824; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

639068-43-2, Referential Example 88]; 3,4,5-Trimethylpiperazine-1-carboxylic acid tert-butyl ester ; 3,5-Dimethylpiperazine-1-carboxylic acid tert-butyl ester (3.31 g) obtained from Referential Example 87 was dissolved in methanol (50 mL). To the resultant solution, 10percent palladium-carbon (0.504 g), 35percent aqueous formalin (1.85 mL), and 1M HCl in ethanol (15.4 mL) were added at room temperature, and the mixture was stirred in a hydrogen atmosphere for 19 hours. 10percent Palladium-carbon (0.95 g), 35percent aqueous formalin (1.8 mL), and 1M HCl-ethanol (15 mL) were added thereto, followed by stirring in a hydrogen atmosphere for 23 hours. After the system was purged with nitrogen, the resultant mixture was neutralized through addition of the aqueous sodium hydroxide, and insoluble matter was removed by filtration. The filtrate was brought to dryness under reduced pressure. The residue was purified through silica gel column chromatography (chloroform – 7N ammonia/methanol), to thereby give the title compound as an oily product (2.28 g, 65percent).1H-NMR(400MHz,CDCl3)delta: 1.08(6H,d,J=6.1Hz), 1.45(9H,s), 2.00-2.20(2H,m), 2.25(3H,s), 2.60(2H,br), 3.85(2H,br). MS(FAB)m/z: 229(M+H)+.

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1591443; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

639068-43-2 tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 22219990, 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.639068-43-2,tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

639068-43-2, General procedure: To a stirred solution of compound 13a-b, 17a-b (1.0 mmol) inCH3CN (20 mL) were added N-Boc-piperazine (180.9 mg,0.9 mmol), K2CO3 (205.9 mg, 1.5 mmol), KI (166.0 mg, 1.0 mmol)and 18-crown-6 (26.4 mg, 0.1 mmol) at room temperature. Themixture was stirred overnight at 80 C and filtered. The filtrate wasdiluted by DCM and washed by brine. The organic layer was concentrated for next step. To a stirred solution of the abovecompounds in DCM (20 mL) was added TFA (3 mL) at room temperature.The mixture was stirred for 3e4 h and concentrated toafford the crude products 15a-o and 19a-f in a yield of 35%e42%. Toa stirred solution of above crudes in anhydrous MeOH (10 mL) wasadded BTZ core compound 11 (403.2 mg, 1.0 mmol) and Et3N(0.2 mL, 1.5 mmolj) at room temperature. The mixture was stirredfor 1e3 h at 40 C and concentrated. The residue was purified bysilica gel column (DCM: MeOH 20: 1) to give 1a-f and 2a-e (25%e41% for two steps).

639068-43-2 tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 22219990, apiperazines compound, is more and more widely used in various fields.

Reference:
Article; Wang, Apeng; Lv, Kai; Tao, Zeyu; Gu, Jian; Fu, Lei; Liu, Mingliang; Wan, Baojie; Franzblau, Scott G.; Ma, Chao; Ma, Xican; Han, Bing; Wang, Aoyu; Xu, Shijie; Lu, Yu; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

639068-43-2 tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 22219990, apiperazines compound, is more and more widely used in various fields.

639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of compound 13a-b, 17a-b (1.0 mmol) inCH3CN (20 mL) were added N-Boc-piperazine (180.9 mg,0.9 mmol), K2CO3 (205.9 mg, 1.5 mmol), KI (166.0 mg, 1.0 mmol)and 18-crown-6 (26.4 mg, 0.1 mmol) at room temperature. Themixture was stirred overnight at 80 C and filtered. The filtrate wasdiluted by DCM and washed by brine. The organic layer was concentrated for next step. To a stirred solution of the abovecompounds in DCM (20 mL) was added TFA (3 mL) at room temperature.The mixture was stirred for 3e4 h and concentrated toafford the crude products 15a-o and 19a-f in a yield of 35%e42%. Toa stirred solution of above crudes in anhydrous MeOH (10 mL) wasadded BTZ core compound 11 (403.2 mg, 1.0 mmol) and Et3N(0.2 mL, 1.5 mmolj) at room temperature. The mixture was stirredfor 1e3 h at 40 C and concentrated. The residue was purified bysilica gel column (DCM: MeOH 20: 1) to give 1a-f and 2a-e (25%e41% for two steps)., 639068-43-2

639068-43-2 tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 22219990, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Apeng; Lv, Kai; Tao, Zeyu; Gu, Jian; Fu, Lei; Liu, Mingliang; Wan, Baojie; Franzblau, Scott G.; Ma, Chao; Ma, Xican; Han, Bing; Wang, Aoyu; Xu, Shijie; Lu, Yu; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

639068-43-2,639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3 7-(2,6-dimethylpiperazin-1-yl)-2-ethyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one This example is prepared by following the same procedures as described in Example 1 above except substituting tert-butyl 3,5-dimethylpiperazine-1-carboxylate for Boc-piperazine. 1H NMR (400 MHz, DMSO-d6) delta ppm 5.32 (s, 1H), 4.03 (d, J=9.78 Hz, 2H), 2.92 (q, J=7.43 Hz, 2H), 2.53-2.66 (m, 2H), 2.18-2.30 (m, 2H), 1.23 (t, J=7.43 Hz, 3H), 0.94 (d, 6H); LCMS: (electrospray +ve), m/z 294.2 (MH)+; HPLC: tR=2.86 min, UV254=100percent. HRMS (ESI): m/z calcd for C13H20N5OS [M+H]+ 294.1383. found 294.1382.

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

Reference£º
Patent; The United States of America, as Represented by the Secretary, Department of Health and Human Serv; The Rockefeller University; Icahn School of Medicine at Mount Sinai; Coller, Barry S.; Thomas, Craig; Filizola, Marta; McCoy, Joshua; Huang, Wenwei; Shen, Min; (43 pag.)US2015/374697; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 3,5-dimethylpiperazine-1-carboxylate

The synthetic route of 639068-43-2 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.639068-43-2,tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,639068-43-2

General procedure: Add to 100mL three-necked bottle under argon protectiontert-Butyl 3,5-dimethylpiperazine-1-carboxylate (520 mg, 2.43 mmol) and THF (10 mL), cooled to about 0 ¡ã C,Add NaH (70 mg, 2.91 mmol),After stirring for half an hour, a solution of CH3I (690 mg, 4.86 mmol) in THF (1 mL) was added dropwise.After the dropwise addition, the mixture was stirred for 1 hour, and the reaction was further stirred up to room temperature. The reaction was monitored by TLC. After the reaction was completed, 50 mL of purified water and 30 mL of ethyl acetate were added, and the mixture was stirred. The aqueous phase was extracted twice with ethyl acetate (30 mL¡Á2), and the organic phase was combined and washed with saturated brine (50 mL¡Á2) After 2 times, anhydrous sodium sulfate was dried, filtered, and the mother liquid was concentrated under reduced pressure to give 510 mg of product.

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Purunao Bio-technology Co., Ltd.; Zhang Peilong; Shi Hepeng; Lan Wenli; Song Zhitao; (250 pag.)CN108707139; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 639068-43-2

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,639068-43-2

A solution of compounds of general structure 1 (1 equiv), Boc protected amine (1-3 equiv) and DIPEA (3 equiv) in DMSO were reacted at 100-110 ¡ãC. The reaction mixture was cooled to room temperature and quenched by addition of water and crude residue extracted with EtOAc. Combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure to provide crude compound of general strucutre 2, which was used in the following step without further purification. To a solution of compounds of general structure 2 in CH2C12 was added HCl/dioxane (4 N) or TFA. The reaction was stirred at room temperature for 2 hrs and mixture was concentrated under reduced pressure. The residue was purified by reverse phase preparative HPLC to afford final compounds of general structure 3.

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KADMON CORPORATION, LLC; SKUCAS, Eduardas; LIU, Kevin, G.; KIM, Ji-In; POYUROVSKY, Masha, V.; MO, Rigen; (345 pag.)WO2019/45824; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 639068-43-2

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of compound 13a-b, 17a-b (1.0 mmol) inCH3CN (20 mL) were added N-Boc-piperazine (180.9 mg,0.9 mmol), K2CO3 (205.9 mg, 1.5 mmol), KI (166.0 mg, 1.0 mmol)and 18-crown-6 (26.4 mg, 0.1 mmol) at room temperature. Themixture was stirred overnight at 80 C and filtered. The filtrate wasdiluted by DCM and washed by brine. The organic layer was concentrated for next step. To a stirred solution of the abovecompounds in DCM (20 mL) was added TFA (3 mL) at room temperature.The mixture was stirred for 3e4 h and concentrated toafford the crude products 15a-o and 19a-f in a yield of 35%e42%. Toa stirred solution of above crudes in anhydrous MeOH (10 mL) wasadded BTZ core compound 11 (403.2 mg, 1.0 mmol) and Et3N(0.2 mL, 1.5 mmolj) at room temperature. The mixture was stirredfor 1e3 h at 40 C and concentrated. The residue was purified bysilica gel column (DCM: MeOH 20: 1) to give 1a-f and 2a-e (25%e41% for two steps)., 639068-43-2

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

Reference£º
Article; Wang, Apeng; Lv, Kai; Tao, Zeyu; Gu, Jian; Fu, Lei; Liu, Mingliang; Wan, Baojie; Franzblau, Scott G.; Ma, Chao; Ma, Xican; Han, Bing; Wang, Aoyu; Xu, Shijie; Lu, Yu; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 639068-43-2

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

639068-43-2, tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 5-(((3-chloro-5-(trifluoromethyl)benzyl)oxy)carbonyl)-4,5,6,7- tetrahydropyrazolo[l,5-a]pyrazine-2-carboxylic acid (140 mg, 0.35 mmol), tert-butyl 3,5- dimethylpiperazine-l-carboxylate (97 mg, 0.45 mmol) and HATU (198 mg, 0.52 mmol) in DMF (3 mL) was added DIPEA (90 mg, 0.69 mmol). The mixture was stirred at rt for 2 h and then concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc = 1:2) to give the Boc-protected intermediate as yellow oil (120 mg, 57percent yield). ESI-MS (M+H)+: 600.2., 639068-43-2

The synthetic route of 639068-43-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOGEN IDEC MA INC.; PENG, Hairuo; XIN, Zhili; ZHANG, Lei; SUN, Lihong; KUMARAVEL, Gnanasambandam; TAVERAS, Art; WO2014/152725; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 639068-43-2

As the paragraph descriping shows that 639068-43-2 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.639068-43-2,tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

639068-43-2, Step 3 Synthesis of 3,5-Dimethyl-4-(2-trifluoromethyl-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester Triethyl amine (55.6 mg, 0.07 mL, 0.55 mmol) was added to a stirred solution of 2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (98.6 mg, 0.45 mmol) followed by 2-trifluoromethyl-benzoyl chloride (95.6 mg, 0.45 mmol) and the resulting mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure to get the residue. The residue thus obtained was purified by column chromatography using 60-120 silica gel and 50percent ethyl acetate in hexane to afford 74 mg (41.71percent yield) of 3,5-dimethyl-4-(2-trifluoromethyl-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester. LCMS Purity: 96.7percent.

As the paragraph descriping shows that 639068-43-2 is playing an increasingly important role.

Reference£º
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics