Sep 2021 News Analyzing the synthesis route of tert-Butyl 4-methylpiperazine-1-carboxylate

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53788-49-1, Deprotection: A solution of 1:1 TFA, DCM with 0.5% water was prepared. This solution was added to the material isolated from the reduction, above (10 mL/g starting material). The reaction was stirred for 30 minutes then the solvent was removed with a rotoevaporator. Solvent evaporation was terminated when no more solvent was observed to be collecting on the condenser. TFA was added to the product residue (2 mL/g starting material) to form a free flowing solution. The TFA solution was transferred to a centrifuge tube and diethyl ether was added to precipitate the product salt. The solution was mixed using a vortex. The solution was then centrifuged and the supernatant decanted to collect the precipitate. The filtrate was then washed 1 time with ether by resuspending the product, vortexing, and re-centrifugation. Product was dried under low vacuum to remove residual ether.

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Applera Corporation.; US2005/148773; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 4-methylpiperazine-1-carboxylate

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53788-49-1, Example 45 (4-Hexyl-piperazin-1-yl)-(1H-indol-2-yl)-methanone Indole-2-carboxylic acid (5.2 g) in THF (200 mL) was treated with carbonyldiimidazole (4.8 g) and stirred at ambient temperature for 10 min whereupon 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (5.0 g) was added. The mixture was stirred at ambient temperature for 72 h and the solvent removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic portion was separated, dried over sodium sulfate and filtered, and solvent was evaporated to afford a solid. Recrystallization from hot ethanol afforded 4-(1H-Indole-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (4.2 g).

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Edwards, James P.; Grice, Cheryl A.; Jablonowski, Jill A.; Karlsson, Lars; Khatuya, Haripada; Kreisberg, Jennifer D.; Kwok, Annette K.; Lovenberg, Timothy W.; Ly, Kiev S.; Pio, Barbara; Shah, Chandravadan R.; Sun, Siquan; Thurmond, Robin L.; Wei, Jianmei; Xiao, Wei; US2003/207893; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 53788-49-1

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, 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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2,4-dichloropyrimidine (50g, 336mmol), tert-butyl 4-methylpiperazine-1-carboxylate (67.2g, 336mmol), and toluene (500mL) was stirred at 110 C overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 10 (109g, 73%) as a colorless powder. 1H NMR (300MHz, CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1Hz), 8.16 (1H, d, J=5.1Hz). MS (ESI): m/z 299 [M+H]+., 53788-49-1

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

Reference:
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 53788-49-1

The synthetic route of 53788-49-1 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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

53788-49-1, Example 2 Preparation of Intermediate 4-(4-chloro-pyrimidin-2-yl)-piperazine-1-carboxylic Acid Tert-Butyl Ester (I-2a): To a suspension of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) in 13.4 mL of toluene was added 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (1.34 g, 6.71 mmol). The reaction was heated to reflux overnight, then cooled to room temperature and concentrated in vacuo. The residue was taken up in 20 mL of water and extracted with ethyl acetate (2*40 mL). The combined organic layers were washed with brine (25 mL), then dried over sodium sulfate, filtered, and concentrated in vacuo to an off-white solid. Flash column chromatography (silica gel, gradient elution from 5% ethyl acetate-hexanes to 20% ethyl acetate-hexanes) yielded 1.14 g of the title compound (I-2a). 1H NMR (400 MHz, CDCl3) delta 8.15 (d, 1H); 6.52 (d, 1H); 3.80 (m, 4H); 3.48 (m, 4H); 1.47 (s, 9H). MS (APCI+) Calc: 298, Found: 299.1 (M+1).

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chiang, Phoebe; Novomisle, William A.; Welch JR., Willard M.; US2003/105106; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 53788-49-1

As the paragraph descriping shows that 53788-49-1 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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,53788-49-1

Deprotection; A solution of 1:1 TFA, DCM with 0.5% water was prepared. This solution was added to the material isolated from the reduction, above (10 mL/g starting material). The reaction was stirred for 30 minutes then the solvent was removed with a rotoevaporator. Solvent evaporation was terminated when no more solvent was observed to be collecting on the condenser. TFA was added to the product residue (2 mL/g starting material) to form a free flowing solution. The TFA solution was transferred to a centrifuge tube and diethyl ether was added to precipitate the product salt. The solution was mixed using a vortex. The solution was then centrifuged and the supernatant decanted to collect the precipitate. The filtrate was then washed 1 time with ether by resuspending the product, vortexing, and re-centrifugation. Product was dried under low vacuum to remove residual ether.

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

Reference£º
Patent; Applera Corporation.; US2005/148774; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 53788-49-1

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53788-49-1

t-BOC-Protected methylpiperizine was heated in the presence of l-fluoro-4- nitrobenzene under pressure in benzene to give 4-t-BOC-protected 1-methyl-1- (4- nitrophenyl) piperazinium salt. The piperazinium salt was heated in the presence of potassium [F] fluoride and Krytofix at 200C for 10 minutes. The oil was treated with aq. 3 M HC1 for 20 minutes to give [F-18]-1-methyl-1-(4-fluorophenyl) piperazinium chloride

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; WO2005/82425; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 53788-49-1

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53788-49-1, (2) Tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate A mixture of 4-methyltert-butyl piperazine-1-carboxylate (2.0 g, 9.98 mmol), 2,4-dichloropyrimidine (1.49 g, 9.98 mmol) and toluene (20 ml) was stirred at 110 C. overnight. The reaction was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hexane=1:1) to obtain the title compound (1.83 g, 62%) as a solid. 1H NMR (CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1 Hz), 8.16 (1H, d, J=5.1 Hz).

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 53788-49-1

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53788-49-1

Indole-2-carboxylic acid (5.2 g) in THF (200 mL) was treated with carbonyldiimidazole (4.8 g) and stirred at ambient temperature for 10 min whereupon 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (5.0 g) was added. The mixture was stirred at ambient temperature for 72 h and the solvent removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic portion was separated, dried over sodium sulfate and filtered, and solvent was evaporated to afford a solid. Recrystallization from hot ethanol afforded 4-(1 H-Indole-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (4.2 g).

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceuticals, Inc.; CARRUTHERS, Nicholas, I.; CHAI, Wenying; DVORAK, Curt, A.; EDWARDS, James, P.; GRICE, Cheryl, A.; JABLONOWSKI, Jill, A.; KARLSSON, Lars; KHATUYA, Haripada; KREISBERG, Jennifer, D.; KWOK, Annette, K.; LOVENBERG, Timothy, W.; LY, Kiev, S.; PIO, Barbara; SHAH, Chandravadan, R.; SUN, Siquan; THURMOND, Robin, L.; WEI, Jianmei; XIAO, Wei; (87 pag.)EP1373204; (2016); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 53788-49-1

The synthetic route of 53788-49-1 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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 8Synthesis of [F- 18]- 1 -methyl- l-(4-fluorophenyl)piperazinium saltt-BOC-Protected methylpiperizine was heated in the presence of l-fluoro-4- nitrobenzene under pressure in benzene to give 4-t-BOC-protected 1 -methyl- 1 -(4- nitrophenyl)piperazinium salt. The piperazinium salt was heated in the presence of potassium [18F]fluoride and Krytofx at 2000C for 10 minutes. The oil was treated with aq. 3 M HCl for 20 minutes to give [F-18]- 1 -methyl- l-(4-fluorophenyl)piperazinium chloride., 53788-49-1

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; WO2008/22319; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 53788-49-1

As the paragraph descriping shows that 53788-49-1 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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

53788-49-1, Indole-2-carboxylic acid (5.2 g) in THF (200 mL) was treated with [CARBONYIDIIMIDAZOLE] (4.8 g) and stirred at ambient temperature for 10 min whereupon [4-METHYL-PIPERAZINE-1-CARBOXYLIC] acid tert-butyl ester (5.0 g) was added. The mixture was stirred at ambient temperature for 72 h and the solvent removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic portion was separated, dried over sodium sulfate and filtered, and solvent was evaporated to afford a solid. Recrystallization from hot ethanol afforded [4- (1 H-] lndole-2-carbonyl)-piperazine-1-carboxylic acid ter-butyl ester (4. 2 g).

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22061; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics