Some tips on 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, 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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

[0253] 4-(fe/7-Butoxycarbonyl)-l-(4-(tert-butoxycarbonyl)-l-(4-((4-((8A,l 1/?,13L’,- 14L’, 1 IS)- 17-hyd roxy- 13-methy 1-3-oxo- 17-(p rop- 1 -yn-1 -yl)- 2,3,6,7,8,ll,12,13,14,15,16,17-dodecahydro-l -cyclopenta[fl]phenanthren-ll- yl)phenyl)(methyl)amino)butanoyl)piperazine-2-carbonyl)piperazine-2-carboxylic acid (0380) To a solution of Intermediate C (132 mg, 0.263 mmol) and 1 -(tert-butyl) 3-methyl piperazine-l,3-dicarboxylate in DMF (1 ml) were added iPnNEt (0.092 ml, 0.526 mmol) and HATU (110 mg, 0.289 mmol) and the resulting mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with EtOAc (20 mL) and washed with sat NH4CI (20 mL), water (20 mL x 3), and brine (20 mL). The organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The residue was dissolved in 1.0 mL of THF and 0.4 mL of water and treated with LiOH and stirred at room temperature for 1 hour. The residue was purified by reverse phase preparative HPLC (Mobile phase: A = 0.1% TFA/H2O, B = 0.1% TFA/MeCN; Gradient: B = 10 – 90%; 20 min) to give the title compound (13.1 mg, 0.014 mmol, 5.38 % yield) as a brown amorphous material.

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; LINK, James, T.; LISSANU DERIBE, Yonathan; (91 pag.)WO2019/200217; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 129799-08-2

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 7-bromo-2-(chloromethyl)-5-cyclopropyl-6-methyl-oxazolo[4, 5-c]qui nol in-4-one (Intermediate 2) (150 mg, 0.41 mmol) and potassium phosphate tribasic (173 mg, 0.82 mmol) in dry (mol. sieves) and degassed DMF (5 mL) under N2 was added methyl 4-Boc- piperazine-2-carboxylate (199 mg, 0.82 mmol). The reaction mixture was heated to 80C under microwave irradiation for 1 h. On cooling H20 (20 mL) was added to the reaction mixture followed by EtOAc (30 mL) and the layers were separated. The organic layer was washed with H20 (3 x 20 mL) and the solvent was removed in vacuo. The crude reaction product was purified by flash silica chromatography using a gradient of 0-50% EtOAc in DCM as the eluent. The solvent was removed from fractions containing the desired product to give 1 -tert-butyl 3-methyl 4-[(7-bromo-5-cyclopropyl-6-methyl-4-oxo-oxazolo[4, 5- c]quinolin-2-yl)methyl]piperazine-1 ,3-dicarboxylate (132 mg, 56 % yield).LC-MS (Method F) 575.3/577.3 [M+H] RT 3.50 mm, 129799-08-2

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REDX PHARMA PLC; HUXLEY, Anthony; KIRK, Ralph; NOONAN, Gary; UOSIS-MARTIN, Mario; BARDELL-COX, Oliver; STOKES, Neil; (276 pag.)WO2017/46606; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 129799-08-2

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: To a solution of piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (10.6 g, 43 mmol) in 250 mL of dichloromethane was added (Boc)2O (19 g, 86 mmol) at 0 C. The reaction mixture stirred for 4 hours at room temperature, and then quenched with water and then extracted with dichloromethane. After the organic layer was dried over anhydrous Na2SO4, the filtrate was concentrated. The residue was purified by silica gel column chromatography to give Compound AH (yield 13.6 g, 92%).

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; HOFFMANN-LA ROCHE INC.; Guo, Lei; Hu, Taishan; Kou, Buyu; Lin, Xianfeng; Shen, Hong; Shi, Houguang; Yan, Shixiang; Zhang, Weixing; Zhang, Zhisen; Zhou, Mingwei; Zhu, Wei; US2015/252057; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate

129799-08-2, As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of crude ethyl 6-tert-butyl-l0-methoxy-2-oxo-9-[2-[2-[2-(p- tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]-6,7-drhydrobenzo[a]quinolizine-3-carboxylate (0382) (compound 10b, 65.8 mg, 0.1 mmol) , l-tert-butyl 3-methyl piperazine- l,3-dicarboxylate (29 mg, 0.12 mmol), potassium carbonate (28 mg, 0.2 mmol) and sodium iodide (15 mg, 0.1 mmol) in acetonitrile (1 mL) was heated at 90 C for 20 h. After cooling to room temperature, the reaction mixture was partitioned between CH2CI2 and water, and then extracted with CH2CI2 for three times. The combined organic layer was washed with brine, dried and concentrated to give crude O l-tert-butyl 03-methyl 4-[2-[2-[2-[(6-tert-butyl-3-ethoxycarbonyl-l0-methoxy-2-oxo-6,7- dihydrobenzo [a] quino lizin-9-yl)oxy] ethoxy] ethoxy] ethyl]piperazine- 1 ,3 -dicarboxylate (0383) (compound 11a, 85 mg) as a brown oil, which was directly used for next step without further purification. MS obsd. (ESI+) [(M+H)+]: 730.

129799-08-2, As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; WANG, Yongguang; YANG, Song; (83 pag.)WO2019/129681; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 129799-08-2

129799-08-2, The synthetic route of 129799-08-2 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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Example 1A 1-tert-butyl 3-methyl 4-(2-cyano-4-nitrophenyl)piperazine-1,3-dicarboxylate To a solution of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (80 g, 328 mmol) and N,N-diisopropylethylamine (192 mL, 741 mmol) in 300 mL of dry tetrahydrofuran was added 2-fluoro-5-nitrobenzonitrile (36 g, 219 mmol) at room temperature. The reaction mixture was heated to reflux for 36 hours. The reaction was concentrated and the resulting residue was purified by silica gel chromatography (30% ethyl acetate in hexane) to give the title compound: 1H NMR (300 MHz, DMSO-d6) delta ppm 1.41 (s, 9H), 3.01-3.15 (m, 1H), 3.29-3.36 (m, 1H), 3.34-3.36 (m, 1H), 3.48-3.55 (m, 1H), 3.66 (s, 3H), 3.72-3.76 (m, 1H), 4.43-7.48 (m, 1H), 4.96-4.98 (m, 1H), 7.30 (d, J=9.1 Hz, 1H), 8.32 (dd, J=9.5, 2.8 Hz, 1H), 8.55 (d, J=2.8 Hz, 1H); MS (DCI/NH3) m/z 391 (M+H)+.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2011/288069; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 129799-08-2

The synthetic route of 129799-08-2 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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

129799-08-2, To 1-(1,1-dimethylethyl) 3-methyl piperazine-1,3-dicarboxylate (1.00g, 4.09 mmol) in dry toluene (15 mL) was added 3-bromo-chlorobenzene (653 mg, 3.41 mmol), Pd2(dba)3 (93.0 mg, 0.102 mmol), BINAP (191 mg, 0.307 mmol), and cesium carbonate (1.11 g, 4.77 mmol). The reaction mixture was stirred at 100 C for 42 h, then cooled to room temperature and filtered through celite. The filter cake was washed with ethanol, and the filtrate was concentrated. Column chromatography on silica (hexanes:ethyl acetate 3: 1) provided 1-(1,1-dimethylethyl) 3-methyl 4-(3-chlorophenyl)piperazine-1,3- dicarboxylate (310 mg, 21% yield) as a colorless oil. ?H NMR (400 MHz, CDC13) 8 7.20- 7.13 (t, 1H), 6.84-6.79 (m, 2H), 6.73-6.78 (d, 1H), 4.63-4.50 (br s, 1H), 4.41-4.32 (br s, 1H), 4.24-4.02 (br s, 2H), 3.71-3.65 (s, 3H), 3.55-3.46 (br s, 1H), 3.42-3.26 (br s, 1H), 3.16-2.97 (br s, 1H), 1.49-1.42 (s, 9H); MS (ESI) for C17H23ClN204: 355 (MH(at)).

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; WO2005/117909; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 129799-08-2

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-methoxy carbonyl-piperazine-1-carboxylate (500mg, 2.05mmol), methyl iodide (580mg, 4.10mmol) andpotassium carbonate (424 mg, 3.07mmol) was added to 50mL sealed tube was added acetone (10mL), 50 Cthe reaction is stopped after 6h the reaction, the solvent was removed, plus Water (20 mL), dichloromethane(10mL ¡Á 3) was extracted, dried over anhydrous sodium sulfate, the solvent was removed, and concentrated togive a pale yellow solid 290mg: 3- Methoxycarbonyl-4-methyl-piperazine-1-carboxylate, yield: 54%., 129799-08-2

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1 -(tert-butyl) 3-methyl piperazine-1 , 3-d icarboxy late (CAS Number 129799-08-2; 0.500 g, 2.05 mmol) in DCM (5 ml) were added phenylboronic acid (0.347 g, 3.07 mmol) and copper acetate (0.1 1 1 g, 0.614 mmol) at rt. The reaction mixture was stirred at rt for 16 h. The resulting reaction mixture was poured into water (50 ml) and extracted with EtOAc (2 x 25 ml). The combined organic phase was collected, dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography (10% MeOH in DCM) yielding 1 -(tert-butyl) 3-methyl 4-phenylpiperazine-1 ,3- dicarboxylate (0.200 g, 0.625 mmol). LCMS: Method C, 2.385 min, MS: ES+ 321 .53.

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (167 pag.)WO2018/65768; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of /ert-butyl (2-oxoethyl)carbamate (4.89 g, 30.7 mmol) in 1,2- dichloroethane (50 mL) was added to a solution of l-(tert-butyl) 3-methyl piperazine- 1,3- dicarboxylate (5 g, 20.5 mmol) in l,2-dichloroethane (25 mL). The solution stirred at 25 C under nitrogen atmosphere for 30 min. Sodium triacetoxyborohydride (8.69 g, 41.0 mmol) was added, and the resulting mixture stirred at 25 C for 15 h. The reaction was quenched by the addition of water (50 mL) at 25 C. The resulting mixture was extracted with dichloromethane (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and the solids were filtered out. The filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography (eluting with 1 : 1 ethyl acetate/petroleum ether) to afford l-ter/-butyl 3- methyl 4-(2-(/er/-butoxycarbonylamino)ethyl)piperazine-l,3-dicarboxylate as yellow oil (5.1 g, 64%). LCMS (ES, m/z): 388 [M+H]+.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; MARTIN, Matthew W.; BUCKMELTER, Alexandre Joseph; (158 pag.)WO2019/222468; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 129799-08-2

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound (S) -5- (1 – ((tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4-(difluoromethoxy) phenyl ) -oxazole-4-carboxylic Acid (0.6g, 1.28mmol), 1-Boc-3- methyl piperazine (376mg,1.54mmol), 1- ethyl-3- (3-dimethylaminopropyl) carbodiimide salts Salt (368mg, 1.92mmol) and N- hydroxy-7-aza-benzotriazole (435mg, 3.20mmol) was dissolved in dichloromethane (20mL) The conditions at 0 C tothis solution was added dropwise N, N- diisopropylethylamine (0.89mL, 5.12mmol), stirred at rt for 6h,Saturated chlorinated Sodium solution (15mL ¡Á 3) washing the organic phase dried over Na 2 SO 4 anhydrous,solvent was removed concentrate was subjected to column chromatography (eluent: Petroleumether / EtOAc (v/ v) = 4/1), to give 714mg white solid, yield: 80%.

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics