Category: 169447-70-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 1: (S)-tert-butyl-4-(2-cyano-3-fluorophenyl)-2-methylpiperazine-1-carboxylate To a solution of 2,6-difluorobenzonitrile (0.8 g, 5.7 mmol) in DMF (10 mL) was added (S)-tert-butyl 2-methylpiperazine-1-carboxylate (1.14 g, 5.7 mmol) and K2CO3 (2.35 g, 17.1 mmol). The solution was stirred for 17 hrs at 100 C., then concentrated to give the crude. The crude was purified by chromatography (silica, EtOAc/PE=1/10) to afford (S)-tert-butyl-4-(2-cyano-3-fluorophenyl)-2-methylpiperazine-1-carboxylate (0.6 g, 1.88 mmol, 33%) as a white solid. MS (EI+, m/z): 320 [M+H]+.

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 7-bromo-1-methyl-1H-indazole (500 mg, 2.37 mmol), (S)-tert-butyl-2- methylpiperazine-1-carboxylate (474 mg, 2.37 mmol), t-BuONa (341 mg, 3.55 mmol) BINAP (19 mg, 0.03 mmol), and Pd2(dba)3 (9 mg, 0.01 mmol) in toluene (15 mL) was stirred at 80 C for 16h. The mixture was purified by chromatography (silica, EtOAc/PE = 1/8) to afford (S)-tert-butyl2-methyl-4-( 1-methyl-i H-indazol-7-yl)piperazine- 1 -carboxylate (353 mg, 1.07 mmol, 45%) as product. ESI-MS (Erb, m/z): 331.4 [M+H]t

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6.1. Example 1(S)-N-(3-bromo-4-fluorophenyl)-2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxamide The captioned compound was prepared in several steps.A. Preparation of (S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate. (S)-tert-butyl 2-methylpiperazine-1-carboxylate (3 g, 15 mmol), N,N-diisopropylethylamine (3 ml), and 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (2 g, 12 mmol) were added to isopropanol (10 ml). The solution was heated at 120 C. in a sealed pressure tube for 12 hours. The reaction was concentrated under vacuum, and the residue was purified by flash chromatography (80 g SiO2, 0-5% MeOH: CH2Cl2, 50 min) to give clean (S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate (1.5 g, 4.5 mmol, 38%).1H NMR (400 MHz, chloroform-d) delta ppm 10.42 (br. s., 1H), 8.39 (s, 1H), 6.96 (s, 1H), 4.40 (d, J=6.06 Hz, 1H), 3.83-4.01 (m, 2H), 3.43 (td, J=12.57, 3.41 Hz, 1H), 3.32 (dd, J=12.76, 3.92 Hz, 1H), 3.07 (td, J=12.32, 3.41 Hz, 1H), 2.44 (s, 3H), 1.50 (s, 9H), 1.24 (d, J=6.82 Hz, 3H); MS (ES+) [M+H]+=332.

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; Harrison, Bryce Alden; Kimball, Spencer David; Mabon, Ross; Rawlins, David Brent; Rice, Dennis S.; Voronkov, Michael Victor; Zhang, Yulian; US2009/42893; (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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00225] Step 1 : To a solution of 4-fluoronitrobenzene (0.5g, 3.54 mmol) in AcN (30 mL), (S)-tert-butyl 2-methylpiperazine-l-carboxylate (0.71 g, 3.54 mmol) and DIEA (0.74 mL, 4.25 mmol) were added. The mixture was refluxed for 15 h (in a sealed tube). After cooling, the resulting mixture was poured to water (300 ml). The mixture was stirred at room temperature for 30 min. The resulting reaction mixture was extracted with EtOAc (3×30 mL) and anhydrous Na2S04 and concentrated in vacuum. The resulting crude product was purified by Teledyne-Isco flash system by using EtO Ac/Hex, 0 to 30% of ethylacetate in hexane to provide compound tert-butyl (S)-4-(4-nitrophenyl)-2-methylpiperazine-l-carboxylate as light yellow solids (710 mg, 62%) as off white solids. 1H MR (400 MHz, DMSO-d6) delta 8.01 (d, J=9.6Hz, 2H), 6.97 (d, J =9.2Hz, 2H), 3.84 (m, 2H), 2.95-2.50 (m, 4H), 2.40 (m, 1H), 2.30 (br, 1H), 1.00 (d, J=6.0Hz, 3H); ESI-MS: calcd for (C11H15N302) 221, found 222 (MH+)., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00225] Step 1 : To a solution of 4-fluoronitrobenzene (0.5g, 3.54 mmol) in AcN (30 mL), (S)-tert-butyl 2-methylpiperazine-l-carboxylate (0.71 g, 3.54 mmol) and DIEA (0.74 mL, 4.25 mmol) were added. The mixture was refluxed for 15 h (in a sealed tube). After cooling, the resulting mixture was poured to water (300 ml). The mixture was stirred at room temperature for 30 min. The resulting reaction mixture was extracted with EtOAc (3×30 mL) and anhydrous Na2S04 and concentrated in vacuum. The resulting crude product was purified by Teledyne-Isco flash system by using EtO Ac/Hex, 0 to 30% of ethylacetate in hexane to provide compound tert-butyl (S)-4-(4-nitrophenyl)-2-methylpiperazine-l-carboxylate as light yellow solids (710 mg, 62%) as off white solids. 1H MR (400 MHz, DMSO-d6) delta 8.01 (d, J=9.6Hz, 2H), 6.97 (d, J =9.2Hz, 2H), 3.84 (m, 2H), 2.95-2.50 (m, 4H), 2.40 (m, 1H), 2.30 (br, 1H), 1.00 (d, J=6.0Hz, 3H); ESI-MS: calcd for (C11H15N302) 221, found 222 (MH+)., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5 -chloro- 1 -methyl-4-nitro- 1H-pyrazole (1 .00 g, 6.21 mmol), (S)-tertbutyl-2-methylpiperazine- 1 -carboxylate (1.86 g, 9.32 mmol), DIPEA (2.40 g, 18.6 mmol) in EtOH (20 mL) was microwave irradiated for 3 h at 130 C. The reaction mixture was then cooled down, concentrated, and purified by chromatography (silica, PE/EtOAc = 10/1 to 5/1) to afford (S)-tertbutyl-2-methyl-4-( 1 -methyl-4-nitro- 1H-pyrazol-5 -yl)piperazine- 1 -carboxylate (1 .92 g, 5.90 mmol, 95%) as a yellow oil. ESI-MS (EI, m/z): 326.0 [M+H].

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a rt solution of 7-bromo-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-indole (3.8 g, 11.64 mmol) in anhydrous toluene (100 mL) was added (S)-tert-butyl-2-methylpiperazine-l- carboxylate (2.79 g, 13.98 mmol), Pd2(dba)3 (1.07 g, 1.17 mmol), t-BuONa (2.24 g, 23.29 mmol), and BINAP (1.45 g, 2.33 mmol) under nitrogen. The reaction mixture was stirred at 80C for 3 hrs, then cooled to rt, diluted with H20 (200 mL), and extracted with EtOAc (100 mL x 2). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by chromatography (silica, EtOAc/PE = 1/10) to afford (S)-tert-butyl-2-methyl-4-(l-((2-(trimethylsilyl)ethoxy)methyl)-lH-indol-7- yl)piperazine-l-carboxylate (2.6 g, 5.83 mmol, 50.1%) as a yellow oil. ESI-MS (EI+, m/z): 446.3 [M+H]+., 169447-70-5

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 1 ,1-dimethylethyl (2S)-2-methyl-1-piperazinecarboxylate (1g) in DCM (5OmL) was added DIPEA (1.74ml_). 4-cyanobenzenesulfonyl chloride (1.1g) was then added slowly and the reaction mixture was stirred for 1 hour. To the reaction was added DCM (5OmL) and the solution was washed with saturated sodium bicarbonate solution and water. The organic layer was collected and evaporated to dryness under vacuum. The resulting oil was dissolved in 1 ,4-dioxane (1OmL) before the addition of 4M HCI in 1 ,4-dioxane (1OmL) and a few drops of water. The reaction was stirred for 1.5 hours. The reaction mixture was evaporated to dryness under vacuum then dissolved in MeOH. The MeOH solution was loaded onto a 1Og SCX column. The loaded column was then washed with 2 column volumes of MeOH and the desired product was eluted from the column with 1 M ammonia in MeOH. The fraction containing eluted product was evaporated to dryness under vacuum to yield the title compound as a yellow oil (895mg, 68%).MS ES+ve m/z 265 (M+H)

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; BESWICK, Paul, John; CAMPBELL, Alister; CRIDLAND, Andrew; GLEAVE, Robert, James; PAGE, Lee, William; WO2010/102663; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of l-fluoro-4-nitrobenzene (3.5 g, 24.8 mmol) and K2C03 (10.2 g, 74.4 mmol) in DMF (15 mL) at 0C, (S)-tert-butyl 2-methylpiperazine- l-carboxylate (4.9 g, 24.8 mmol) was added and the mixture was stirred at rt overnight. The mixture was diluted with ice cold water (50 mL), the resulting precipitate was filtered and solid was washed with hexane (30 mL) to obtain (S)-tert-butyl 2-methyl-4-(4- nitrophenyl)piperazine-l-carboxylate (4.0 g, 51% yield). 1H NMR (400 MHz, DMSO- d6): delta 8.03 (d, 2H), 6.94 (d, 2H), 4.15-4.13 (m, 1H), 3.84-3.73 (m, 3H), 3.36-3.05 (m, 3H), 1.40 (s, 9H), 1.08 (d, 3H). LCMS m/z calcd for [M+H]+ 322.37, found 222.3., 169447-70-5

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; ASANA BIOSCIENCES, LLC; VENKATESAN, Aranapakam M.; SMITH, Roger A.; THOMPSON, Scott K.; LAPING, Nicholas; KULKARNI, Bheemashankar; HALLUR, Gurulingappa; VISWANADHAN, Vellarkad N.; PENDYALA, Muralidhar; KETHIRI, Raghava Reddy; TYAGI, Rajiv; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; WO2015/38417; (2015); 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a microwave tube is added 2-bromobiphenyl (1.0 g, 4.16 mmol), (S)-N- l-t-Boc-2- methylpiperazine (868 mg, 4.16 mmol), 2-dicyclohexylphosphino-2′,4′,6′- triisopropylbiphenyl (X-Phos) (198 mg, 0.416 mmol), Pd2(dba)3 (381 mg, 0.461 mmol), sodium tert-butoxide (400 mg, 4.16 mmol) and toluene (5 mL). The mixture is microwaved at 80 C for 60 min. The reaction is filtered through paper to remove solids, diluted with EtOAc (200 mL), and washed with water (200 mL) then brine (50 mL). The combined organics are dried (Na2SO4) and concentrated in vacuo at 45 0C to give the desired ?-Boc-piperazine intermediate as a crude brown gum. This is reacted without further purification., 169447-70-5

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KOWALSKI, Jennifer A.; MARSHALL, Daniel Richard; PROKOPOWICZ, Anthony S. III; SCHLYER, Sabine; SIBLEY, Robert; SORCEK, Ronald John; WU, Di; WU, Frank; YOUNG, Erick Richard Roush; WO2010/126811; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics