Yang, Tao et al. published their research in Journal of Medicinal Chemistry in 2019 | CAS: 154590-34-8

tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate (cas: 154590-34-8) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Safety of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

Discovery of Potent and Orally Effective Dual Janus Kinase 2/FLT3 Inhibitors for the Treatment of Acute Myelogenous Leukemia and Myeloproliferative Neoplasms was written by Yang, Tao;Hu, Mengshi;Qi, Wenyan;Yang, Zhuang;Tang, Minghai;He, Jun;Chen, Yong;Bai, Peng;Yuan, Xue;Zhang, Chufeng;Liu, Kongjun;Lu, Yulin;Xiang, Mingli;Chen, Lijuan. And the article was included in Journal of Medicinal Chemistry in 2019.Safety of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate This article mentions the following:

Herein, the design, synthesis, and structure-activity relationships of a series of unique 4-(1H-pyrazol-4-yl)-pyrimidin-2-amine derivatives that selectively inhibit Janus kinase 2 (JAK2) and FLT3 kinases is described. These screening cascades revealed that I was a preferred compound with IC50 values of 0.7 and 4 nM for JAK2 and FLT3, resp. Moreover, I was a potent JAK2 inhibitor with 37-fold and 56-fold selectivity over JAK1 and JAK3, resp., and possessed an excellent selectivity profile over the other 100 representative kinases. In a series of cytokine-stimulated cell-based assays, I exhibited a higher JAK2 selectivity over other JAK isoforms. The oral administration of 60 mg/kg of I could significantly inhibit tumor growth, with a tumor growth inhibition rate of 93 and 85% in MV4-11 and SET-2 xenograft models, resp. Addnl., I showed an excellent bioavailability (F = 58%), a suitable half-life time (T1/2 = 4.1 h), a satisfactory metabolic stability, and a weak CYP3A4 inhibitory activity, suggesting that I might be a potential drug candidate for JAK2-driven myeloproliferative neoplasms and FLT3-internal tandem duplication-driven acute myelogenous leukemia. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate (cas: 154590-34-8Safety of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate).

tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate (cas: 154590-34-8) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Safety of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

18 Sep 2021 News New learning discoveries about tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

As the paragraph descriping shows that 154590-34-8 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.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

154590-34-8, Step B. 4-(4-Amino-2-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester. A solution of 4-(2-fluoro-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (9.30 g, 28.6 mmol) in EtOH (80 mL) was hydrogenated (H2, 50 Ps) in the presence of 10% Pd/C (0.50 g). After 2.5 h, the mixture was filtered and the filtrate was concentrated to yield the title compound (7.17 g, 85%). MS: mass calcd. for C15H22FN3O2, 295.17; m/z found, 296.2 [M+H]+. 1H NMR (CDCl3): 6.80-6.78 (m, 1H), 6.44-6.36 (m, 2H), 3.66-3.50 (m, 6H), 2.93-2.85 (m, 4H), 1.47 (s, 9H).

As the paragraph descriping shows that 154590-34-8 is playing an increasingly important role.

Reference:
Patent; Bonaventure, Pascal; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Jablonowski, Jill A.; Rudolph, Dale A.; Seierstad, Mark; Shah, Chandravadan R.; Swanson, Devin M.; Wong, Victoria D.; US2007/100141; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

18 Sep 2021 News New learning discoveries about tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

As the paragraph descriping shows that 154590-34-8 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.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

154590-34-8, Step B. 4-(4-Amino-2-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester. A solution of 4-(2-fluoro-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (9.30 g, 28.6 mmol) in EtOH (80 mL) was hydrogenated (H2, 50 Ps) in the presence of 10% Pd/C (0.50 g). After 2.5 h, the mixture was filtered and the filtrate was concentrated to yield the title compound (7.17 g, 85%). MS: mass calcd. for C15H22FN3O2, 295.17; m/z found, 296.2 [M+H]+. 1H NMR (CDCl3): 6.80-6.78 (m, 1H), 6.44-6.36 (m, 2H), 3.66-3.50 (m, 6H), 2.93-2.85 (m, 4H), 1.47 (s, 9H).

As the paragraph descriping shows that 154590-34-8 is playing an increasingly important role.

Reference:
Patent; Bonaventure, Pascal; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Jablonowski, Jill A.; Rudolph, Dale A.; Seierstad, Mark; Shah, Chandravadan R.; Swanson, Devin M.; Wong, Victoria D.; US2007/100141; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

154590-34-8, 154590-34-8 tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate 16203508, 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.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

3-4-2: Preparation of [3-fluoro-4-(BOC-piperazino)]aniline To 150 ml of ethyl acetate were sequentially added 9.3 g (28.6 mmol) of [3-fluoro-4-(BOC-piperazino)]nitrobenzene synthesized in Preparation Example 3-4-1 and 930 mg (10 W %) of Pd/C, followed by reaction in a hydrogen reactor under hydrogen pressure of 4 bar for 6 hours. After the reaction was complete, Pd/C was filtered through celite. The filtrate was distilled under reduced pressure and dried under vacuum at about 40 to afford 8.22 g (yield: 97%) of the desired compound. Mass (M+): 296.1 1H-NMR (DMSO-d6): 1.42(s, 9H), 2.76(brm, 4H), 3.43(brm, 4H), 5.02(s, 2H), 6.33(m, 2H), 6.79(m, 1H).

154590-34-8, 154590-34-8 tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate 16203508, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Ryu, Jei Man; Lee, Jin Soo; Park, Whui Jung; Hwang, Yun Ha; Kim, Ki Yoon; US2011/306606; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

154590-34-8, 154590-34-8 tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate 16203508, 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.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

3-4-2: Preparation of [3-fluoro-4-(BOC-piperazino)]aniline To 150 ml of ethyl acetate were sequentially added 9.3 g (28.6 mmol) of [3-fluoro-4-(BOC-piperazino)]nitrobenzene synthesized in Preparation Example 3-4-1 and 930 mg (10 W %) of Pd/C, followed by reaction in a hydrogen reactor under hydrogen pressure of 4 bar for 6 hours. After the reaction was complete, Pd/C was filtered through celite. The filtrate was distilled under reduced pressure and dried under vacuum at about 40 to afford 8.22 g (yield: 97%) of the desired compound. Mass (M+): 296.1 1H-NMR (DMSO-d6): 1.42(s, 9H), 2.76(brm, 4H), 3.43(brm, 4H), 5.02(s, 2H), 6.33(m, 2H), 6.79(m, 1H).

154590-34-8, 154590-34-8 tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate 16203508, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Ryu, Jei Man; Lee, Jin Soo; Park, Whui Jung; Hwang, Yun Ha; Kim, Ki Yoon; US2011/306606; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

154590-34-8, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, 3.5 g (10 mmol) of intermediate Ib was dissolved in 35 mL of 90% EtOH and heated to 70 C. 0.44 g (1.5 mmol) of FeCl · 6H2O and 0.038 g (3 mmol) of activated charcoal were added and stirred for 10 min. A solution of 6.73 g (100 mmol) of 80% hydrazine hydrate was added dropwise and heated to 90 C for 2 h. Reaction is completed, the hot filter, the solvent evaporated to dry the crude product, and then add 50mL of crude water, the platform stirring 0.5h, filter, filter cake with a small amount of water rinse, dry pale yellow solid 2.5g, yield 78.6 %, 154590-34-8

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Red Flag Pharmaceutical Co., Ltd.; Li Juan; Yang Bo; Li Xingyuan; Zhang Tiejie; Sun Jukui; (19 pag.)CN107033095; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

154590-34-8, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, 3.5 g (10 mmol) of intermediate Ib was dissolved in 35 mL of 90% EtOH and heated to 70 C. 0.44 g (1.5 mmol) of FeCl · 6H2O and 0.038 g (3 mmol) of activated charcoal were added and stirred for 10 min. A solution of 6.73 g (100 mmol) of 80% hydrazine hydrate was added dropwise and heated to 90 C for 2 h. Reaction is completed, the hot filter, the solvent evaporated to dry the crude product, and then add 50mL of crude water, the platform stirring 0.5h, filter, filter cake with a small amount of water rinse, dry pale yellow solid 2.5g, yield 78.6 %, 154590-34-8

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Red Flag Pharmaceutical Co., Ltd.; Li Juan; Yang Bo; Li Xingyuan; Zhang Tiejie; Sun Jukui; (19 pag.)CN107033095; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

154590-34-8, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, 3.5 g (10 mmol) of intermediate Ib was dissolved in 35 mL of 90% EtOH and heated to 70 C. 0.44 g (1.5 mmol) of FeCl · 6H2O and 0.038 g (3 mmol) of activated charcoal were added and stirred for 10 min. A solution of 6.73 g (100 mmol) of 80% hydrazine hydrate was added dropwise and heated to 90 C for 2 h. Reaction is completed, the hot filter, the solvent evaporated to dry the crude product, and then add 50mL of crude water, the platform stirring 0.5h, filter, filter cake with a small amount of water rinse, dry pale yellow solid 2.5g, yield 78.6 %, 154590-34-8

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Red Flag Pharmaceutical Co., Ltd.; Li Juan; Yang Bo; Li Xingyuan; Zhang Tiejie; Sun Jukui; (19 pag.)CN107033095; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

154590-34-8, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, 3.5 g (10 mmol) of intermediate Ib was dissolved in 35 mL of 90% EtOH and heated to 70 C. 0.44 g (1.5 mmol) of FeCl · 6H2O and 0.038 g (3 mmol) of activated charcoal were added and stirred for 10 min. A solution of 6.73 g (100 mmol) of 80% hydrazine hydrate was added dropwise and heated to 90 C for 2 h. Reaction is completed, the hot filter, the solvent evaporated to dry the crude product, and then add 50mL of crude water, the platform stirring 0.5h, filter, filter cake with a small amount of water rinse, dry pale yellow solid 2.5g, yield 78.6 %, 154590-34-8

The synthetic route of 154590-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Red Flag Pharmaceutical Co., Ltd.; Li Juan; Yang Bo; Li Xingyuan; Zhang Tiejie; Sun Jukui; (19 pag.)CN107033095; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 154590-34-8

As the paragraph descriping shows that 154590-34-8 is playing an increasingly important role.

154590-34-8, tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate (5 mmol) in MeOH (30 mL) was added Pd/C (1 g), then the mixture was stirred for 18 hours at 20 C. under 1 atm. H2. The reaction was filtered and concentrated to give gray yellow oil. MS (m/z): 296 (M+H)+, 154590-34-8

As the paragraph descriping shows that 154590-34-8 is playing an increasingly important role.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics