Category: 134168-97-1

Electric Literature of 134168-97-1, These common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate S1: N-(3-bromo-5-fluorophenyl)methanesulfonamide A solution of commercially available 3-bromo-5-fluoroaniline (0.500 g, 2.64 mmol) in pyridine (9.4 mL) was cooled to 0 C. and methanesulfonyl chloride (0.265 mL, 3.43 mmol) was added drop-wise; the resulting solution was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between EtOAc and aqueous 1N HCl. The organic phase was dried over sodium sulfate and the solvent was removed; the crude was purified by flash chromatography on Biotage silica gel SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a white solid (0.543 g, 2.03 mmol, 77% yield). MS/ESI+ not detectable [MH]+, Rt=0.91 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 10.29 (s, 1H), 7.23-7.30 (m, 1H), 7.19 (s, 1H), 6.99-7.06 (m, 1H), 3.12 (s, 3H).

Statistics shows that 3-Bromo-5-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 134168-97-1.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: bromides-buliding-blocks

1000mL 4 neckround bottom flask was charged with 3-bromo-5-fluoroaniline 30.5 g (0.16 mole) and Pd (PPh3) 47.4 g (0.006mole) of potassium carbonate and 88.1 g (0.64 mole) and 1naphthylboronic acid put 32.7 g (0.19 mole), toluene was putinto 210 mL, 160 mL ethanol, 90 mL of water was refluxed for 12 hours. To complete the reaction, and the organic layer wasseparated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized with methanol to intermediate a3(27.4 g, 72.1%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 134168-97-1, its application will become more common.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 134168-97-1,Some common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 3-bromo-5-fluoroaniline (CAS 134168-97-1) (380 mg, 2.0 mmol) and 1-(2-chloroethyl)pyrrolidine (CAS 505041-9) (380 mg, 2.2 mmol) in NMP (20 mL) was heated to 120 C. overnight. The solution was diluted with EtOAc (100 mL) and washed with saturated Na2CO3 aqueous solution (3*40 mL). The combined organic layer were dried over Na2SO4, concentrated and purified by prep-TLC (DCM: MeOH=10:1) to give the titled product (290 mg, 50%). LCMS (0-60 AB), RT=1.076 min, M+H, 289.0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-fluoroaniline, its application will become more common.

Reference:
Patent; Chen, Huifen; Crawford, Terry; Harris, Seth F.; Magnuson, Steven R.; Ndubaku, Chudi; Wang, Lan; US2013/324516; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 134168-97-1, name is 3-Bromo-5-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Bromo-5-fluoroaniline

To a solution of 3-bromo-5-fluoroaniline (CAS 134168-97-1) (1.0 g, 5.3 mmol) and 2,6-lutidine (2.8 g, 26.5 mmol) in anhydrous DCM (30 mL), was added dropwise 2-chloro-ethanesulfonyl chloride (CAS 1622-32-8) (1.0 g, 6.3 mmol) in DCM (5 mL) at r.t. The mixture was stirred at r.t. for 30 min, and compound 34-A (1.5 g, 16 mmol) was added and stirred for 1 h. Water (50 mL) was added, and the mixture was extracted with EtOAc (100 mL×2). The combined organic layers was washed with sat NaCl (50 mL), dried over Na2SO4, concentrated, and purified by column to give the product (700 mg, yield 37%).

The synthetic route of 134168-97-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Huifen; Crawford, Terry; Harris, Seth F.; Magnuson, Steven R.; Ndubaku, Chudi; Wang, Lan; US2013/324516; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 134168-97-1, The chemical industry reduces the impact on the environment during synthesis 134168-97-1, name is 3-Bromo-5-fluoroaniline, I believe this compound will play a more active role in future production and life.

Intermediate S2: 3-bromo-5-fluorobenzene-1-sulfonyl chloride To a solution of 3-bromo-5-fluoroaniline (0.500 g, 2.63 mmol) in glacial acetic acid (0.70 mL) cooled in an ice bath, concentrated hydrochloric acid (2.15 mL) was added. Then, a solution of sodium nitrite (0.199 g, 2.89 mmol) in water (0.45 mL) was slowly added maintaining the temperature around 0 C. After completion of the addition, the reaction mixture was further stirred for 20 min. The resulting solution was slowly added to a freshly prepared mixture of aqueous ?40% sodium bisulfite solution (1.915 mL, 7.36 mmol), copper chloride (0.052 g, 0.526 mmol), glacial acetic acid (5.0 mL) and concentrated hydrochloric acid (1 mL) at room temperature and the reaction was stirred at RT for 2.5 h. The mixture was then cooled to 0 C., additional sodium nitrite (0.5 eq) was added and the stirring was continued at r.t. for 1 h. The mixture was extracted with EtOAc and the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to afford title compound which was used without any additional purification (0.450 g, 1.65 mmol, 63% yield). 1H NMR (400 MHz, DMSO-d6) delta ppm 7.54-7.58 (m, 1H), 7.50-7.54 (m, 1H), 7.30-7.36 (m, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Bromo-5-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 134168-97-1, These common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate S1: N-(3-bromo-5-fluorophenyl)methanesulfonamide A solution of commercially available 3-bromo-5-fluoroaniline (0.500 g, 2.64 mmol) in pyridine (9.4 mL) was cooled to 0 C. and methanesulfonyl chloride (0.265 mL, 3.43 mmol) was added drop-wise; the resulting solution was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between EtOAc and aqueous 1N HCl. The organic phase was dried over sodium sulfate and the solvent was removed; the crude was purified by flash chromatography on Biotage silica gel SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a white solid (0.543 g, 2.03 mmol, 77% yield). MS/ESI+ not detectable [MH]+, Rt=0.91 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 10.29 (s, 1H), 7.23-7.30 (m, 1H), 7.19 (s, 1H), 6.99-7.06 (m, 1H), 3.12 (s, 3H).

Statistics shows that 3-Bromo-5-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 134168-97-1.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 134168-97-1, name is 3-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

To a mixture of 4-(4-(pyrimidin-2-yl)piperazin-1-yl)dihydrofuran-2(3H)-one (100 mg) and 3-bromo-5-fluoroaniline (92 mg) in toluene (1 mL) was added bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct (61.9 mg) at room temperature and the mixture was stirred at 80 C. for 30 min. The reaction mixture was diluted with THF and quenched with sodium sulfate decahydrate (545 mg) at room temperature. The insoluble material was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, methanol/ethyl acetate) to give the title compound (80 mg). MS: [M+H]+ 438.1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; FUSHIMI, Makoto; AIDA, Jumpei; IKEDA, Shuhei; KUSUMOTO, Tomokazu; SUGIYAMA, Hideyuki; TOKUHARA, Hidekazu; (170 pag.)US2016/318864; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 134168-97-1, name is 3-Bromo-5-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

1000mL 4 neckround bottom flask was charged with 3-bromo-5-fluoroaniline 30.5 g (0.16 mole) and Pd (PPh3) 47.4 g (0.006mole) of potassium carbonate and 88.1 g (0.64 mole) and 3-pyridineboronic acid 23.4 put g (0.19 mole), toluene was put into210 mL, 160 mL ethanol, 90 mL of water was refluxed for 12 hours. To complete the reaction, and the organic layer wasseparated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized with methanol to intermediate 6a(21.1 g, 70.0%) was obtained.

The synthetic route of 134168-97-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary