Category: 120737-59-9

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-butyl 3-methyl-4-(thiophen-2-ylsulfonvpipiperazine-1-carboxylate; Triethylamine (2.8 mL, 19.5 mmol) was added to a mixture of 2- chlorosulfonyl-thiophene (3.56 g, 19.5 mmol) and 3-methyl-piperazirie-1- carboxylic acid fert-butyl ester (3.90 g, 19.5 mmol) in DCM (50 mL). The reaction mixture was kept at room temperature for 1 hour under stirring (TLC monitoring, MeOH/CHCI3 5:95), washed with water, dried with sodium sulfate, and evaporated. The residue was purified by a silica gel column chromatography using EtOAc/n-hexane (2:1) as eluent to give tert-butyl 3- methyl-4-(thiophen-2-ylsulfonyl)piperazine-1-carboxylate (6.1 g, 90 percent). 1H NMR (DMSO-dbeta): 7.99 (dd, J = 5.1 Hz, J = 1.2 Hz, 1H); 7.67 (dd, J = 3.9 Hz1 J = 1.2 Hz, 1H); 7.22 (dd, J = 5.1 Hz, J = 3.9 Hz, 1H); 4.03 (mf 1H); 3.86 (br . signal, 1H); .3.67 (dm, J =13.0 Hz, 1H); 3.54 (dm, J = 13.0 Hz, 1H); 3.07 (m, 1H); 2.90 (br signal, 1H); 2.77 (br signal, 1H); 1.37 (s, 9H); 0.93 (d, J = 6.9 Hz, 3H)., 120737-59-9

Big data shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; TRIMERIS, INC.; WO2007/103456; (2007); A2;,
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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of (+/-)-tert-butyl 3-methylpiperazine-1-carboxylate (1.5 g), 1-fluoro-4-nitrobenzene (1.06 g) and potassium carbonate (2.07 g) in dimethyl sulfoxide (15 ml) was stirred at 120 C. for 15 hours. The reaction mixture was cooled to room temperature and poured into water (30 ml). The mixture was extracted with ethyl acetate three times. The combined organic layers were washed successively with water (twice) and brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate 2:1) to give the title compound as a white solid. [00322] 1H-NMR (300 MHz, CDCl3) delta 1.18 (d, J=5 Hz, 3H), 1.48 (s, 9H), 2.99-3.31 (m, 3H), 3.55 (td, J=2 Hz,9 Hz, 1H), 3.85-4.26 (m, 3H), 6.76 (d, J=8 Hz, 2H), 8.12 (d, J=8 Hz, 2H)., 120737-59-9

As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6825200; (2004); B1;,
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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,120737-59-9

Step 1 – Synthesis of 3-methyl-4-(2-nitro-phenyl)-piperazine-carboxylic acid tert- butyl ester 1 -Bromo-2-nitrobenzene (2.00 mmol, 404 mg), Pd(OAc)2 (0.100 mmol, 22.5 mg), Palucki-Phos (0.120 mmol, 45.8 mg) and Cs2CO3 (3 mmol, 1 g) were loaded into a Schlenk tube containing a stir bar. The tube was capped with a rubber septum, evacuated and refilled with nitrogen. 3-Methyl-piperazine-1 -carboxylic acid te/f-butyl ester (0.48 ml_, 2.5 mmol) and toluene (3 ml_) were added to the reaction through the septum via syringe and the tube was sealed with a Teflon screw cap under a flow of nitrogen, and put into an oil bath at 100 0C. The reaction was allowed to stir at this temperature for about 15 hours and was then was cooled to room temperature and filtered through celite. The filtrate was concentrated in vacuo and the resulting residue was purified using flash column chromatography on silica gel (eluent: Hexane/EtOAc (5:1) to provide 3-methyl-4-(2-nitro-phenyl)-piperazine- carboxylic acid tert-butyl ester.

As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; WO2008/54702; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: tert-Butyl 3-methyl-4- [ (5-nitro-1-benzofuran-7-yl) methyl] piperazine-1- carboxylate A mixture of 7-(bromomethyl)-5-nitro-1-benzofuran (120 mg, 70 mol percent, 0.39 mmol; Intermediate 64), K2C03 (162 mg, 1.17 mmol) and tert-butyl 3-methylpiperazine-1- carboxylate (94 mg, 0.47 mmol) in dry MeCN (5 mL) was heated at 80 ¡ãC while stirring for 1 h 45 min using a StemBlock. The solvent was evaporated under reduced pressure and the residue was partitioned between water and DCM (x2). The organic layers were combined, dried (Na2S04) and purified using flashtube (10percent MeOH in DCM). This afforded the title product (115 mg, 78percent) as a light yellow sticky oil. HPLC 99percent, RT=2. 47 min (System A; 5-60percent MeCN over 3 min), 99percent, RT=2. 27 min (System B; 5-60percent MeCN over 3 min). MS (ESI+) for C19H25N3O5 mlz 376 (M+H) +., 120737-59-9

The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOVITRUM AB; WO2005/58858; (2005); 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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[Referential Example 21] 3,4-Dimethylpiperazine-1-carboxylic acid tert-butyl ester 10percent Palladium-carbon (0.59 g), 35percent aqueous formalin (9.7 mL), and 1M HCl-ethanol (31.3 mL) were added to a solution of 3-methylpiperazine-1-carboxylic acid tert-butyl ester (5.70 g) obtained in Referential Example 20 in methanol (100 mL) at room temperature, and the mixture was stirred for 15 hours in a hydrogen atmosphere. The reaction mixture was purged with nitrogen, and insoluble matter was removed through filtration. The solvent of the filtrate was removed under reduced pressure, and chloroform-methanol (9percent) was added to the residue. The mixture was alkalified with aqueous sodium hydroxide and then partitioned. The aqueous layer was extracted with chloroform – methanol (9percent), and the organic layers were combined, washed with saturated brine, and dried over sodium sulfate anhydrate. After a filtration step, the solvent was removed under reduced pressure, and the residue was purified through silica gel column chromatography (chloroform – methanol), to thereby give the title compound as an oil (3.10 g, 51percent). 1H-NMR (400MHz, CDCl3) delta: 1.04 (3H, d, J=6. 3Hz), 1.46(9H,s), 1.95-2.20(2H,m), 2.28(3H,s), 2.50-2.78(2H,br), 2. 90-3.05 (1H,br), 3.88 (1H, br). MS (ESI)m/z:215 (M+H)+.

120737-59-9, The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1621537; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2) 3,4-Dimethylpiperazine-1-carboxylic acid tert-butyl ester 36percent Aqueous formalin (833 muL) and sodium triacetoxyborohydride (3.18 g) were added at room temperature to the above-obtained 3-methylpiperazine-1-carboxylic acid tert-butyl ester (2.0 g) in methylene chloride (40 mL), followed by stirring for 3 hours. Saturated aqueous sodium hydrogencarbonate was added thereto for partitioning the reaction mixture. The organic layer was washed with brine, and dried over magnesium sulfate anhydrate. After a filtration step, the solvent was removed under reduced pressure, to thereby give a 3,4-dimethylpiperazine compound as an oily product (1.95 g, 91percent). 1H-NMR(300MHz, CDCl3) delta:1.05 (3H, d, J=6.24Hz), 1.49(9H,s), 1.96-2.05(2H,m), 2.11-2.24(1H, m), 2.28(3H,s), 2.72(1H, d, J=11.75Hz), 3.00(1H, t, J=11.20Hz), 3.81(2H,br s). MS (FAB)m/z:215 (M+H)+., 120737-59-9

The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1621537; (2006); 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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl (S)-3-methylpiperazine-1-carboxylate (50 g, 250 mmol, leq) in DCM: AcOH (10: 3, 500 mL) was added 37percent HCHO (40.5 mL, 500 mmol, 2 eq) at 0¡ãC and the resulting reaction mixture was stirred at room temperature for 3h. NaCNBH3 (31.5 g, 500 mmol, 2 eq) was added portion wise at 0¡ãC and the resulting reaction mixture was stirred at room temperature for 2h. The progress of reaction was monitored with TLC, which indicated formation of nonpolar spot. The reaction mixture was basified with sat. aq, NaHCC solution and extracted with DCM (2 x 150 mL). The combined organic layer was washed with water, followed by brine solution and dried over Na2S04 then concentrated under reduced pressure to afford tert-butyl (S)-3,4-dimethylpiperazine-1-carboxylate (55g, crude) as colorless liquid. TLC system: MeOH : DCM (1 : 9); Rf.: 0.4.

120737-59-9, As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Methyl-bromoacetate (3.06g, 20.0 mmol) was added to a stirred solution of 4-Boc-2-methyl- piperazine (2. [0G,] 10.0 mmol), sodium iodide [(0.] [LG.)] and N, N-diisopropylethylamine (3.48 ml, 20 mmol) in DCM (50ml) at ambient temperature under nitrogen. After stirring for 16h the reaction mixture was washed with water [(30ML),] brine [(30ML),] dried and evaporated to dryness under reduced pressure. The residue was purified by chromatography on silica, eluting with 0-8percent [MEOH/DCM] to give 68 as a yellow oil (2.7g). MS-ESI: 273 (M++H). [H NMR (CDC13) 1. 05] (d, 3H), 1.47 (s, 9H), 2.50-2. 85 (m, 4H), 3.03-3. 13 (m, 1H), 3.34 (d, 1H), 3.44 (d, [1H),] 3.70 (s, 3H), 3.71-3. 82 (m, 2H)., 120737-59-9

As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/18480; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 48.1: 2-(2-Methyl-piperazin-1-yl)-nicotinonitrile. A mixture of 3 -methyl-pip erazine-1-carboxylic acid tert-butyl ester (1.00 g, 5.00 mmol), 2-chloro-nicotinonitrile (1.04 g, 7.48 mmol), triethylamine (2 mL) and tetrahydrofuran (8 mL) was heated at 80¡ã C overnight. The reaction mixture was cooled to room temperature and dichloromethane (300 mL) and aqueous saturated sodium bicarbonate (75 mL) were added. The aqueous mixture was separated and extracted further with dichloromethane (2×150 mL), The combined organic layer was washed with water (150 mL), washed with brine (100 mL), dried over sodium sulfate, filtered and concentrated. The residue was dissolved in dichloromethane (10 mL) and trifluoroacetic acid (10 mL) was added. The reaction mixture was stirred at room temperature for 2.5 hours and then concentrated. The residue was dissolved in 1,2-dichloroethane (5 mL) and the mixture was then concentrated. To the residue was added saturated aqueous sodium bicarbonate (150 mL). The mixture was extracted with dichloromethane (3×100 mL) and the combined organic layer was washed with water (50 mL), washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified on silica gel using dichloromethane:2M ammonia in methanol (95:5 to 92.5:7) to give 2-(2-methyl-piperazin-l- yl)-nicotinonitrile (48 mg, 5 percent). 1H NMR (300 MHz, CDCl3): delta(ppm) 8.33 (dd, IH), 7.76 (dd, IH), 6.71 (m, IH)3 4.62 (m, IH), 4.03 (bd, IH), 3.35 (m, IH), 3.10 (m, 2H)1 2.90 (m, 2H), 1.75 (bs, IH), 1.34 (d, 3H)., 120737-59-9

The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2008/112440; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2 O, brine), dried (Na2 SO4) and evaporated to give a gum. This gum was triturated with hexane (*3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2 /ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27percent) and then the desired product (1.2 g, 30percent) as a light pink solid: m.p. 70¡ã-72¡ã C.; IR (KBr) 1690, 1575 cm-1; 1 H nmr (200 MHz, CDCl3) delta8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m,3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H)., 120737-59-9

Big data shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US5300506; (1994); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics