Some tips on 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

1-tert-Butyl 2-methyl 4-(6-bromo-7-chloroquinazolin-4-yl)piperazine-1,2- dicarboxylate A mixture of 6-bromo-4,7-dichloroquinazoline (300 mg, 1.08 mmol), tert-butyl methyl piperazine-1,2-dicarboxylate (395 mg, 1.62 mmol), DIEA (836 mg, 6.48 mmol) in 1,4-dioxane (8 mL) was stirred at 80C for 1 h. The mixture was allowed to cool to RT, quenched with saturated NaHCO3 solution and then extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (ethyl acetate/petroleum ether = 1:5) to afford the desired product (367 mg, 70% yield) as a white solid, 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; WU, Tao; REN, Pingda; LIU, Yi; LIU, Yuan; LONG, Yun, Oliver; WO2015/54572; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of Methyl 1-Boc-piperazine-2-carboxylate

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(2-ethyl-1,3-dioxolan-2-yl)propanal (1.5 eq) (prepared as described by Kuehne, M.E. et al J. Org. Chem. 1981, 46, 3443) was added to a stirred solution of l-(tert-butyl) 2-methyl piperazine- 1,2-dicarboxylate (1.0 eq) in MeOH (0.1 M), followed by AcOH (until pH = 6) and stirred for 1 h. Then NaBH3CN (1.5 eq) was added and the mixture was stirred at 20 C for 16 h. Two subsequent additions of 3-(2-ethyl-l,3-dioxolan-2-yl)propanal (0.5 eq + 0.5 eq) and NaBH3CN (1.0 eq + 1.0 eq) after 1 h and 2 h were done. MeOH was removed under reduced pressure. The residue was dissolved with DCM, washed with aq. sol. NaHC03, brine, dried and concentrated to give the title compound as yellow oil which was used in the next step without further purification. MS (ES+) m/z 387 (M+H)+., 129799-15-1

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 129799-15-1

The synthetic route of 129799-15-1 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of N-1-Boc-2-piperazinecarboxylic acid methyl ester (CAS Reg. No: [129799-15-1]) (1 g) in DMF (5 mL) was added 3-chlorobenzenesulfonyl chloride (0.95 g) and triethylamine (1.71 mL). The reaction mixture was stirred at RT overnight. Water was added and the mixture was extracted with ethyl acetate (x2). The combined organic layers were washed with water (×2) and brine, were dried (Na2SO4), filtered and evaporated. Purification by chromatography (SiO2, n-heptane/ethyl acetate 3:1) yielded 4-(3-chloro-benzenesulfonyl)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester as white foam (1.66 g), MS: 436.3 ([M+NH4, 1Cl]+)., 129799-15-1

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dehmlow, Henrietta; Kuhn, Bernd; Sander, Ulrike Obst; Roever, Stephan; Schulz-Gasch, Tanja; Wright, Matthew; Wyler, Rene; US2009/48264; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 6-(4,6-difluoro-2-pyridyl)-5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine (one product of step 7 in Example 1 , 340 mg, 1 mmol) and potassium carbonate (276 mg, 2 mmol), 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (366 mg, 1.5 mmol) in DMSO (15 mL) were heated at 120C with stirring for 10 hrs. After being cooled to rt, the mixture was diluted with water (50 mL) and extracted with EA (80 mL). The organic layer was washed with water and brine, dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography (eluting with DCM/MeOH=10/l, v:v) to give 1-tert-butyl 2-methyl 4-[2-fluoro-6-(5-methyl-2-pyrimidin-2-yl-7,8-dihydro-5H- pyrido[4,3-d]pyrimidin-6-yl)-4-pyridyl]piperazine-1,2-dicarboxylate (282 mg) as a red oil., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Yongguang; YANG, Song; (211 pag.)WO2018/1952; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of Methyl 1-Boc-piperazine-2-carboxylate (1.837 g, 7.52 mmol), bromobenzene (0.728 ml, 6.84 mmol), Pd2(dba)3 (0.063 g, 0.068 mmol), DavePhos (0.032 g, 0.082 mmol) and Cs2CO3 (3.34 g, 10.25 mmol) in1,4-Dioxane (15 ml, solvent was degassed for 40 min before using) with molecular sieves (4 A) was heated to 85 C and stirred under argon for 24 hrs. After cooling to room temperature, the mixture was filtered through a plug of celite and concentrated to a yellow oil which was purified via flash chromatography (5%EtOAc/Hexanes) to give a yellow viscous liquid Methyl1-Boc-4-phenylpiperazine-2-carboxylate (2 g, 91 % yield)., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Zhao, Huanyu; Prosser, Anthony R.; Liotta, Dennis C.; Wilson, Lawrence J.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4950 – 4955;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of Methyl 1-Boc-piperazine-2-carboxylate

129799-15-1, As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 7-benzyl-2,4-dichloro-6,8-dihydro-5H-pyrido [3,4-d] pyrimidine (5.00 g, 17.0 mmol) and 1-tert-butyl 2-methylpiperazine-1,2-dicarboxylate (4.24 g, 17.3 mmol) in DMSO (80 mL) was added DIEA (5.49 g, 42.5 mmol, 7.42 mL). After stirring at 55¡ã C. for 12 hours, the mixture was diluted with ethyl acetate (100 mL), washed with brine (3 150 mL), dried over Na 2SO 4, filtered and concentrated under vacuum. The residue was purified by column chromatography (SiO 2, PE/EA=3/1) to give 1-tert-butyl 2-methyl 4-(7-benzyl-2-chloro-6,8-dihydro-5H-pyrido[3,4-d] pyrimidin-4-yl)piperazine-1,2-dicarboxylate (8.00 g, 15.9 mmol, 93.8% yield) as a yellow oil. ES+APCI MS m/z 502.1[M+H] +.

129799-15-1, As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

Reference£º
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of Methyl 1-Boc-piperazine-2-carboxylate

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (500 mg, 2.04 mmol) and an ammonia methanol solution (7 M, 10mL) in a 100 mL of sealing tube was stirred at 60 for 72 h and concentratedto give the title compound as a white solid (200 mg, 42) . 1H NMR (400 MHz, CD3OD): delta ppm 5.47-5.76, 6.11-6.36 (m, 0.5H, 0.5H) , 4.51-4.68 (m, 1H) , 3.44-3.57(m, 1H) , 2.89-3.02 (m, 2H) , 2.66-2.80 (m, 2H) , 1.47 (m, 9H) and MS-ESI:m/z 230.30 [M+H] +., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about Methyl 1-Boc-piperazine-2-carboxylate

129799-15-1, As the paragraph descriping shows that 129799-15-1 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 : 1-tert-Butyl 2-methyl 4-(4-fluorophenyl)piperazine-l,2-dicarboxylate (1113) [00386] To a solution of A29-1 (200.00 mg, 0.819 mmol, 1.00 eq) in DCM (5 mL) were added A29-1A (229. 11 mg, 1.64 mmol, 2.00 eq), Cu(OAc)2 (148.70 mg, 0.819 mmol, 1.00 eq), 4A MS (50 mg) and pyridine (0. 13 mL, 1.64 mmol, 2.00 eq). The reaction mixture was stirred at 25 C for 16 hours under oxygen atmosphere. The reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (petroleum ether: ethyl acetate = 1 :0 to 10: 1) to afford the title compound (250 mg, 90% yield). LCMS (ESI): RT = 0.800 min, mass calcd. for C17H23FN2O4 338.16, m/z found 338.9 [M+H] , NMR (400MHz, COCh-d) delta 7.00 – 6.93 (m, 2H), 6.91 – 6.84 (m, 2H), 4.92 – 4.85 (m, 0.5H), 4.73 – 4.66 (m, 0.5H), 4.09 – 3.88 (m, 2H), 3.78 (s, 3H), 3.40 – 3.18 (m, 2H), 2.94 – 2.83 (m, 1H), 2.79 – 2.66 (m, 1H), 1.49 (d, J=16.8 Hz, 9H).

129799-15-1, As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

Reference£º
Patent; VIVACE THERAPEUTICS, INC.; LIN, Tracy Tzu-Ling Tang; KONRADI, Andrei W.; VACCA, Joseph; SHEN, Wang; COBURN, Craig; (231 pag.)WO2017/58716; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 129799-15-1

As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Methanesulfonyl-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 10 mmol of Piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester were dissolved in 20 ml methylenchloride. 1.05 eq of DIPEA and mesylchloride were added. The reaction mixture was stirred at room temperature for 30 min. The product was extracted from etylacetate/water. The crude material was redissolved in methanol and treated with 2N NaOH. The reaction mixture was stirred at room temperature for 2 h. The mixture was neutralized with HCl and the product isolated via extraction from ethylacetate/water. MS(ISO): 307.4 (M-H+), 129799-15-1

As the paragraph descriping shows that 129799-15-1 is playing an increasingly important role.

Reference£º
Patent; Ackermann, Jean; Bleicher, Konrad; Ceccarelli Grenz, Simona M.; Chomienne, Odile; Mattei, Patrizio; Schulz-Gasch, Tanja; US2007/129544; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of Methyl 1-Boc-piperazine-2-carboxylate

129799-15-1, The synthetic route of 129799-15-1 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of l-(4-(bromomethyl)benzyl)pyridin-2(lH)-one (600 mg, 2.15 mmol, 1.0 eq) in CH3CN (5 mL) were added K2CO3 (0.89 g, 6.45 mmol, 3.0 eq) and 1-tert-butyl 2-methyl piperazine-l,2-dicarboxylate (1.05 g, 4.32 mmol, 2.0 eq). The mixture was heated at 80 C overnight, and then concentrated to dryness under reduced pressure. The residue was mixed with water (10 mL) and extracted with EA (10 mL X 3). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified via flash chromatography to afford 1-tert-butyl 2-methyl 4-(4-((2-oxopyridin-l(2H)- yl)methyl)benzyl)p

129799-15-1, The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics