Simple exploration of tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate

304897-49-2, 304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, 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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (0.546 g, 2.52 mmol) in 1 : 1 dichioroethane: fe/f-butanol was cooled to 0 C under nitrogen. A 1.0 M solution of zinc(ll) chloride in diethyl ether (3.43 mL, 3.34 mmol) was added, and the mixture stirred for one hour at 0 C. iert-Butyl 4-(4-aminobenzyi)piperazine-1-carboxylate (193) (0.667 g, 2.29 mmol) in 1 : 1 dichioroethane: ferf-butanol (20 mL) vv’as added dropwise over thirty minutes, followed by triethyiamine (0.351 mL, 2.52 mmol) in 1 :1 dichioroethane: ferf-butanol (10 mL). The mixture was stirred overnight, allowing the ice bath to come to room temperature over this time. The mixture was concentrated onto silica gel and chromatographed (40 g silica cartridge, 0-100% ethyl acetate/petroleum benzine 40- 60 C) to give a residue which was triturated with petroleum benzine 40-60 C to give the title compound {194) (0.976 g, 90%) as an off white solid; 1H NMR (400 MHz, dr MeOD) delta 8.68 (d, J = 0.6 Hz, 1 H), 7.85 (d, J = 8.6 Hz, 2H), 7.51 (d, J = 8.6 Hz, 2H), 4.30 (s, 2H), 3.27 – 3,00 (br, overlaps with solvent), 1.47 (s, 9H). LCMS Method C: 5.08 min; m/z 472.1 [M+H]+; m/z 470.1 [M-H]

304897-49-2, 304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 304897-49-2

The synthetic route of 304897-49-2 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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,304897-49-2

To a solution of 2,4-dihydroxy-5-isopropyl-benzenecarbodithioic acid (3.20 g, 14.0 mmol) in DMF (50 mL) was added sodium 2-chloroacetate (2.61 g, 22.4 mmol) and sodium carbonate (4.45 g, 42.0 mmol), and the solution degassed by bubbling nitrogen through the solution. The mixture was stirred at room temperature for 3 h, then a solution of tert-butyl 4-(4-aminobenzyl)piperazine-l-carboxylate (4.08 g, 14.0 mmol) in DMF (10 mL) was added. The resulting mixture was stirred at 80 C for 3 h. The reaction mixture was poured into ice water, and extracted with ethyl acetate (3 x 100 ml). The combined organic layers were washed with brine, dried with sodium sulfate, and the solvent removed in vacuo to give 3A (5.20 g, 10.7 mmol, 76% yield).

The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TARVEDA THERAPEUTICS, INC.; CIPRIANI, Tyler; MOREAU, Benoit; BILODEAU, Mark T.; QUINN, James M.; WOOSTER, Richard; CIRELLO, Amanda L.; PERINO, Samantha; WHALEN, Kerry; KADIYALA, Sudhakar; WHITE, Brian H.; (172 pag.)WO2019/118830; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available benzoic acid (1.3 mmol) was suspended in toluene (0.01 M), thionyl chloride (12 mmol) was added and the mixture was heated at 110 00for lh. Volatiles were evaporated and the residue was added to a solution of the intermediate of formula (X) (compounds of examples 4-6 of Table 2)(1 mmol) in pyridine (40 mmol) and the resulting mixture stirred for 1 h at rt. Pyridine was evaporated, then NaOMe (2 mmol) and MeOH were added. After 30 minutes solvent was evaporated and DCM and water were added. The separated organic phase was concentrated and the residue was purified by flash chromatography eluting with DCM/MeOH to give the compounds of examples 11,12,13.

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ROTTAPHARM BIOTECH S.R.L.; ARTUSI, Roberto; CASELLI, Gianfranco; ROVATI, Lucio; (78 pag.)WO2016/146220; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 304897-49-2

304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, apiperazines compound, is more and more widely used in various fields.

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 1 is synthesized by reacting compound l-A with l-B using the conditions indicated above. Compound l-C is then reacted with compound l-D using the reaction conditions shown to afford the product l-E. The amine protecting group is then removed using suitable acidic conditions ( e.g ., TFA or HC1 in dioxane). Purification using standard techniques (e.g., silica gel chromatography or prep-HPLC) as needed., 304897-49-2

304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; TOLERO PHARMACEUTICALS, INC.; SIDDIQUI-JAIN, Adam; WARNER, Steven L.; FLYNN, Paul; BEARSS, David J.; FOULKS, Jason Marc; TOMIMATSU, Nozomi; FUJIMURA, Ken; UMEHARA, Hiroki; NONOYAMA, Akihito; KIGUCHIYA, Akihito; (441 pag.)WO2019/195753; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 304897-49-2

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (0.546 g, 2.52 mmol) in 1 :1 dichloroethane: ferf-butanol was cooled to 0 C under nitrogen. A 1.0 M solution of zinc(ll) chloride in diethyl ether (3.43 mL, 3.34 mmol) was added, and the mixture stirred for one hour at 0 “C. ferf’Butyl 4-(4-aminobenzyl)piperazine-1 -carboxylate (193) (0.667 g, 2.29 mmol) in 1 : 1 dichloroethane: ferf-butanol (20 mL) was added dropwise over thirty minutes, followed by triethylamine (0.351 mL, 2.52 mmol) in 1 :1 dichloroethane: ferf-butanol ( 0 mL). The mixture was stirred overnight, allowing the ice bath to come to room temperature over this time. The mixture was concentrated onto silica gel and chromatographed (40 g silica cartridge, 0-100% ethyl acetate/petroleum benzine 40- 60 C) to give a residue which was triturated with petroleum benzine 40-60 C to give the title compound (194) (0.976 g, 90%) as an off white solid; H NMR (400 MHz, d4- MeOD) delta 8.68 (d, J = 0.6 Hz, 1 H), 7.85 (d, J = 8.6 Hz, 2H), 7.51 (d, J = 8.6 Hz, 2H), 4.30 (s, 2H), 3.27 – 3.00 (br, overlaps with solvent), 1.47 (s, 9H). LCMS Method C: 5.08 min; m/z 472.1 [M+H]+; m/z 470.1 [M-H]

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 304897-49-2

As the paragraph descriping shows that 304897-49-2 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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound 3 is synthesized by reacting compound 3-A with 3-B using the conditions indicated above. Compound 3-C is then reacted with compound 3-D using the reaction conditions shown to afford the product 3-E. The amine protecting group is then removed using suitable acidic conditions ( e.g ., TFA or HC1 in dioxane) to afford Compound 3. Purification using standard techniques (e.g., silica gel chromatography or prep-HPLC) as needed., 304897-49-2

As the paragraph descriping shows that 304897-49-2 is playing an increasingly important role.

Reference£º
Patent; TOLERO PHARMACEUTICALS, INC.; SIDDIQUI-JAIN, Adam; WARNER, Steven L.; FLYNN, Paul; BEARSS, David J.; FOULKS, Jason Marc; TOMIMATSU, Nozomi; FUJIMURA, Ken; UMEHARA, Hiroki; NONOYAMA, Akihito; KIGUCHIYA, Akihito; (441 pag.)WO2019/195753; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 304897-49-2

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2 Synthesis of Compound 5 tert-Butyl 4-[4-(cis-4,7,10,13,16,19-docosahexenoyl)amino]benzyl-1-piperazinecarboxylate (5). To compound 3 (0.68 g, 2.1 mmol) in ethyl acetate (100 mL) was added 10% Pd/C (0.1 g), and the reaction mixture was hydrogenated for 2 h under a pressure of 60 lb/inch2. The product was filtered, and solvent was removed in vacuo to afford amine 4 (0.6 g, 97% yield). Without further purification, to amine 4 (0.6 g, 2.06 mmol) dissolved in acetonitrile (90 mL) was added cis-4,7,10,13,16,19-docosahexenoic acid (DHA, 0.67 g, 2.0 mmol), 2-(1-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU, 0.94 g, 2.5 mmol), and N,N-diisopropylethylamine (2.1 mL). The reaction mixture was stirred overnight. Solvent was removed in vacuo, and the product was purified by column chromatography, eluding with ethyl acetate to afford 5 as an oil (0.91 g, 73% yield). 1H NMR (DMSO-d6): 9.84 (s, 1H, NH), 7.53-7.51 (d, 2H, J=8.80 Hz, Ar-H), 7.19-7.17 (d, 2H, J=8.40 Hz, Ar-H), 5.35-5.31 (m, 12H, CH=CH), 3.40 (s, 2H, CH2), 3.29 (brs, 4H, 2*CH2), 2.83-2.75 (m, 10H, 5*CH2), 2.35 (brs, 4H, 2*CH2), 2.27 (t, 4H, J=4.80 Hz, 2*CH2), 2.04-2.00 (m, 2H, CH2), 1.38 (s, 9H, 3*CH3), 0.91 (t, 3H, J=7.20 Hz, CH3). Anal. (C38H55N3O3.4.1H2O) C, H, N

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wang, Yuqiang; US2004/34033; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 304897-49-2

304897-49-2, 304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, 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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

solution of tert-butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (0.900 g, 3.089mmol), pyridine (0.299 mL, 3.706 mmol) and ethanesulfonyl chloride (0.477 g, 3.706 mmol) in dichloromethane (30 mL) was stirred at the room temperature for 12 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated ammonium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 % to 40 %) to give tert-butyl 4-(4-(ethylsulfonamido)benzyl)piperazine-1-carboxylate as yellow solid (0.800 g, 67.5 %).

304897-49-2, 304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics