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.

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

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

In a solution containing 5-fluoro-2-methyl-3-nitrobenzene (D24, 10 g) and (S)-2-methylpiperazine-1-carboxylic acid tert-butyl ester (12.03 g) in DCM (120 mL) was added acetic acid (3.28 g) dropwise. The mixture was stirred at room temperature for one hour. Sodium triacetoxyborohydride (23.15 g) was added to the ice bath. The mixture was stirred overnight at room temperature,The reaction was stopped using saturated NaHC03 solution. The organic layer was dehydrated with anhydrous Na2SO4, filtered, and concentrated in vacuo to give the title compound (22.17 g) as a slurry.

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; LEI, HUI; MA, XIN; REN, FENG; LIN, XICHEN; MARQUIS, ROBERT W., JR; (139 pag.)TW2017/14884; (2017); A;,
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) Step 1 The 7-(bromomethyl)-6-methoxybenzofuran-3(2H)-one (0.514 g, 2.00 mmol) described in [WO2011/136319] and potassium carbonate (0.276 g, 2.00 mmol) were added to 8 mL of methylene chloride and stirred at room temperature. Two milliliters of a methylene chloride solution of tert-butyl (S)-2-methylpiperazine-1-carboxylate (0.401 g, 2.00 mmol) was added dropwise, and stirring was continued for 24 hours at room temperature. The reaction solution was filtered, and the residue obtained by concentrating the filtrate was purified by silica gel chromatography (ethyl acetate/hexane) to obtain tert-butyl (S)-4-[(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]-2-methylpiperazine-1-carboxylate (0.531 g, 70%). 1H NMR (300 MHz, CDCl3) delta 1.12 (d, J=6.6 Hz, 3H), 1.36 (s, 9H), 1.98 (dt, J=0.6, 11.7 Hz, 1H), 2.17 (dd, J=4.2, 10.8 Hz, 1H), 2.57 (d, J=10.8 Hz, 1H), 2.72 (d, J=10.8 Hz, 1H), 2.97 (dt, J=3.9, 12.3 Hz, 1H), 3.60 (d, J=2.4 Hz, 2H), 3.69 (d, J=12.3 Hz, 1H), 3.85 (s, 3H), 4.09-4.14 (m, 1H), 4.55 (s, 2H), 6.62 (d, J=8.7 Hz, 1H), 7.54 (d, J=8.7 Hz, 1H).

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

Reference£º
Patent; THE UNIVERSITY OF TOKYO; NAGANO, Tetsuo; NAKANO, Hirofumi; HASEGAWA, Tsukasa; SAITO, Nae; KOJIMA, Hirotatsu; OKABE, Takayoshi; MUKAIDA, Naofumi; (42 pag.)US2017/145005; (2017); 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.

Add to the reaction flask6-bromo-3-aldehyde pyridine (2.43 g, 13 mmol) and(S) -2-methylpiperazine-1-carboxylic acid tert-butyl ester(2) (3.4 g, 17 mmol) and dichloromethane (30 mL)Sodium triacetoxyborohydride (4.3 g, 20 mmol) was added in portions.The mixture was stirred at room temperature for 12 hours, water (10 mL) was added,Dichloromethane extraction (20 mL x 3).The organic phase was washed with saturated Na2CO3 solution (40 mL)Saturated brine (40 mL), dried over anhydrous sodium sulfate, filtered,Concentrated under reduced pressure. The residue was purified by column chromatography (DCM / MeOH = 20: 1)The resulting residue was purified to give the title compound (2.2 g, white solid)Yield 45%., 169447-70-5

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

Reference£º
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
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.

Step 1: (S)-tert-butyl 4-(3,5-difluorophenyl)-2-methylpiperazine-1-carboxylate A solution of (S)-tert-butyl-2-methylpiperazine-1-carboxylate (1.2 g, 6 mmol), 1,3-difluoro-5-iodobenzene (1.685 g, 7.2 mmol), t-BuONa (865 mg, 9 mmol), BINAP (150 mg, 0.24 mmol), Pd2(dba)3 (110 mg, 0.12 mmol) in dry toluene (40 mL) was stirred under N2 at 80 C. for 16 hrs. The reaction mixture was concentrated and the mixture was purified by chromatography (silica, EtOAc/PE=1/10) to afford (S)-tert-butyl-4-(3,5-difluorophenyl)-2-methylpiperazine-1-carboxylate (1.1 g, 3.52 mmol, 59%) as a yellow oil. ESI-MS (EI+, m/z): 257.0 [M-55]+.

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

Reference£º
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 100 niL round-bottom flask was charged with 2-fluoro-4-(morpholin-4- yl)benzaldehyde (0.800 g, 3.82 mmol, 1.00 equiv), tert-butyl (2S)-2-methylpiperazine-l- carboxylate (0.840 g, 4.20 mmol, 1.10 equiv), 1,2-dichloroethane (20 mL). The mixture was stirred for 30 min at room temperature. Sodium triacetoxyborohydride (2.40 g, 11.3 mmol, 3.00 equiv) was added. The resulting solution was stirred overnight at room temperature, diluted with ]0 (10 mL), extracted with dichloromethane (3 x 10 mL). The organic layers were combined and washed with brine (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was chromatographed on a silica gel column with ethyl acetate/petroleum ether (25/75) to provide 1.40 g (93% yield) of tert-butyl (2S)-4- [[2-fluoro-4-(morpholin-4-yl)phenyl]methyl]-2-methylpiperazine-l-carboxylate as a white solid. LCMS (ESI, m/z): 394 [M+H]+.

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

Reference£º
Patent; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Chery, A.; JONES, Todd, K.; NIPHAKIS, Micah, J.; CHANG, Jae, Won; LUM, Kenneth, M.; CRAVATT, Benjamin, F.; WO2013/103973; (2013); 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.

2,3,7-Trichloropyrido[2,3-b]pyrazine (200.0 mg, 0.85 mmol) and TEA (1180.0 muL, 8.53 mmol) were dissolved in DCM (8.5 mL), and (S)-tert-butyl 2-methylpiperazin-1-carboxylate (187.8 mg, 0.94 mmol) diluted in DCM (0.5 mL) was slowly added thereto at -20 C. The reaction mixture was stirred at -20 C. for 12 hours, and it was poured into saturated NH4Cl aqueous solution and extracted with DCM (30.0 mL). The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and then distilled under reduced pressure. The residue was purified by column chromatography (EtOAc:n-Hex=30:70) on silica. The fractions containing the product were collected and evaporated to obtain yellow solid compound of (S)-tert-butyl 4-(2,7-dichloropyrido[2,3-b]pyrazin-3-yl)-2-methylpiperazin-1-carboxylate (233.0 mg, 67%). [0544] LCMS ESI(+): 398 (M+1), 400 (M+3) [0545] 1H-NMR (300 MHz, DMSO-d6); delta: 8.96 (d, 1H, J=2.7 Hz), 8.54 (d, 1H, J=2.7 Hz), 4.30 (m, 1H), 4.09 (m, 2H), 3.88 (m, 1H), 3.20 (m, 2H), 3.04 (m, 1H), 1.43 (s, 9H), 1.24 (d, 3H, J=6.6 Hz)

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

Reference£º
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); 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

169447-70-5, Preparation 15 (S)-tert-Butyl 4-(4-chlorophthalazin-1-yl)-2-methylpiperazine-1-carboxylate Heat a mixture of 1,4-dichlorophthalazine (7.80 g, 39.2 mmol), (S)-tert-butyl 2-methylpiperazine-1-carboxylate (4.98 g, 24.9 mmol) and triethylamine (10.3 mL, 73.9 mmol) in DMSO (110 mL) at 80 C. for 18 h. Pour the reaction mixture into water, rinsing with EtOAc. Extract with EtOAc. Wash the organic layer with water (2*) and brine, and dry over Na2SO4, and concentrate under reduced pressure. Purify the resulting residue by flash silica gel chromatography (gradient of 20% to 80% EtOAc in hexanes) to provide the title compound (4.13 g, 46%). ES/MS m/z (35Cl) 363.0 (M+1).

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

Reference£º
Patent; ELI LILLY AND COMPANY; US2011/190304; (2011); 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

Methyl chloroformate (230 1iL, 3 mmol) was slowly added at 0C to a solution of tert-butyl (25)-2-methylpiperazine-i-carboxylate (300 mg, 1.5 mmol) and triethylamine (835 1iL, 6 mmol) in methylene chloride (6 mL). After stirring at r.t. for 1 h, reaction mixture wascarefully quenched by addition of water and the desired product was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and solvent was evaporated under reduced pressure. Cmde material was purified by Biotage IsoleraTM to give (5)-i -tert-butyl 4-methyl 2-methylpiperazine- 1 ,4-dicarboxylate (378 mg, 97%). LCMS calculated for C7H15N202 (M+H-Boc) m/z = 159.1; found: 159.1., 169447-70-5

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

Reference£º
Patent; INCYTE CORPORATION; VECHORKIN, Oleg; LI, Yun-Long; SOKOLSKY, Alexander; WANG, Anlai; ZHU, Wenyu; ZHUO, Jincong; (185 pag.)WO2017/59251; (2017); 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 4-bromo-l,2-difluorobenzene (1 g, 5.18 mmol), (S)-tert-buty 2- methylpiperazine-l-carboxylate (1.04 g, 5.18 mmol), t-BuONa (747 mg, 7.77 mmol), BINAP (40 mg, 0.06 mmol) and Pd2(dba)3 (20 mg, 0.02 mmol) in toluene (15 mL) was stirred at 80C for 3 hrs. The mixture was then purified by chromatography (silica, EtOAc/PE = 1/8) to afford {S)-tert- butyl-4-(3,4-difluorophenyl)-2-methylpiperazine-l-carboxylate (921 mg, 2.95 mmol, 57%) as product. ESI-MS (EI+, m/z): 257.1 [M-55]+., 169447-70-5

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

Reference£º
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