1000577-58-1 Archives - Chlorides-buliding-blocks

Application of 1000577-58-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,3-dichloro-5-fluorobenzene, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1000577-58-1, Recommanded Product: 1000577-58-1

A mixture of l-bromo-2,3-dichloro-5-fluorobenzene (3.1304 g, 12.94 mmol), bis(pinacolato)diboron (5.7397 g, 22.38 mmol), potassium acetate (3.9788 g, 40.1 mmol) in DMSO (60 mL) was stirred at room temperature for about 30 min. The mixture was degassed with nitrogen for a few minutes and l ,l’-[bis(diphenylphosphino)ferrocene]dichloro- palladium (II) (0.7953 g, 1.09 mmol) was added. The mixture was degassed again with nitrogen, was heated to 80 oc with stirring and kept at 80 oC for 4 h 20 min. The mixture was cooled to room temperature and poured into ice. The mixture was extracted with ethyl acetate (3 x 150 mL). The combined organic solution was washed with saturated sodium chloride solution (150 mL), dried over anhydrous sodium sulfate, and concentrated. The residue was separated with flash column chromatography on silica gel using ethyl acetate/hexane to afford product as white solid (2.6156 g, Yield: 70%). NMR (500 MHz, Chloroform-d) delta 7.070 (d, J= 3.0 Hz, lH), 7.029 (d, J= 3.0 Hz, 1H), 1.238 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,3-dichloro-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of 1-Bromo-2,3-dichloro-5-fluorobenzene

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-dichloro-5-fluorobenzene, its application will become more common.

Synthetic Route of 1000577-58-1,Some common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, molecular formula is C6H2BrCl2F, 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.

l-Bromo-2,3-dichloro-5-fluorobenzene (1.0401 g, 4.27 mmol) was dissolved in toluene (30 mL), and then the solvent was removed under reduced pressure. The residue was dried under high vacuum for a few minutes. Anhydrous THF (15 mL) was added to dissolve the starting material. And then sodium methanoxide (0.9873 g, 17.36 mmol) was added. The mixture was heated at 75 C for 4.5 h, cooled to room temperature. The mixture was quenched with saturated ammonium chloride solution, concentrated to remove THF. The remaining mixture was extracted with ethyl acetate (4 x 150 mL). The organic solution was washed with brine, dried over anhydrous sodium sulfate, concentrated to dryness to afford 1.0188 g of product as white solid in 93% yield. -NMR (500MHz, CDC13): 7.109 (d, J = 3.0 Hz, 1H), 6.988 (d, J= 3.0 Hz, 1H), 3.786 (s, 3H).

New downstream synthetic route of 1000577-58-1

According to the analysis of related databases, 1000577-58-1, the application of this compound in the production field has become more and more popular.

Related Products of 1000577-58-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1000577-58-1 as follows.

l -Bromo-2,3-dichloro-5-fluorobenzene (1,4618 g, 5.99 mmol) and mPEG3-OH (1.1097g, 6.76 mmol) was mixed with toluene (25 mL) and removed the solvent. The remaining material was dried under high vacuum for a few minutes. The mixture was dissolved in anhydrous THF (20 mL). 60% Sodium hydride (0.3549 g, 8.87 mmol) was added. The resulting mixture was heated at 75 C for 3 h. The mixture was cooled to room temperature. Saturated ammonium chloride aqueous solution was added to quench the reaction. The mixture was concentrated to remove the organic solvent. The remaining mixture was extracted with dichloromethane (3 x 20 mL). The combined organic solution was washed with brine, dried over anhydrous sodium sulfate, concentrated. The residue was purified with biotage flash column using 15-100% ethyl acetate/hexane to afford the product (2.057 g, yield: 88%). NMR (500 MHz, Chloroform-i/) delta 7.17 (d, J = 2.9 Hz, 1 H), 7.05 (d, J= 2.8 Hz, IH), 4.16 – 4.07 (m, 2H), 3.89-3.83 (m, 2H), 3.77-3.65 (m, 6H), 3.60-3.55 (m, 2H), 3.41 (s, 3H).

According to the analysis of related databases, 1000577-58-1, the application of this compound in the production field has become more and more popular.

Share a compound : 1000577-58-1

Statistics shows that 1-Bromo-2,3-dichloro-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1000577-58-1.

Synthetic Route of 1000577-58-1, These common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, 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.

Synthesis of 1-bromo-2.3-dichloro-5-methoxybenzene (Compound 2)[0151] 1-Bromo-2,3-dichloro-5-fluorobenzene (5.1453 g, 21.10 mmol) was dissolved in THF (25 mL) at room temperature and cooled to 0 C. Then, 5.1 g of sodium hydride (60%, 128 mmol) was added and 2.0 mL of methanol was added slowly. Additional THF (5 mL) was added. The mixture was stirred at room temperature for 10 minutes, then heated at 75 C for four hours and cooled to room temperature. The mixture was poured into ice with some aq. sat. NH4Cl solution and extracted with EtOAc (3 x 100 mL). The organic solution was washed with brine, dried over Na2SO4, concentrated to dryness. The residue was purified with flash column chromatography on silica gel using hexane as solvent to afford the product (4.6727 g) as a white solid in 87% yield. 1H-NMR (CDCl3): delta 7.109 (d, J = 3.0 Hz, 1 H), 6.988 (d, J- 3.0 Hz, 1 H), 3.786 (s, 3 H). The product was also synthesized from l-bromo-2,3-dichloro-5-fluorobenzene and sodium methoxide in THF. The final product was purified by recrystallization from hexane.

Statistics shows that 1-Bromo-2,3-dichloro-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1000577-58-1.

Reference:
Patent; NEKTAR THERAPEUTICS; RIGGS-SAUTHIER, Jennifer; DENG, Bo-Liang; WO2010/132691; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics