Category: 239122-51-1

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. 239122-51-1, name is 5-Bromo-3-fluoro-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 239122-51-1

Preparation of 3-amino-5-fluoro-4-methoxybenzonitrile[00165] A mixture of 5-bromo-3-fluoro-2-methoxyaniline (500 mg, 2.27 mmol), potassium ferrocyanide (II) hydrate (240 mg, 0.57 mmol), sodium carbonate (241 mg, 2.27 mmol) and palladium(II) acetate (25.5 mg, 0.11 mmol) in DMA (2 mL) was purged with nitrogen and heated at 120 0C for 6 hours. The reaction mixture was diluted with ethyl acetate (20 mL) and filtered through CELITE. The filtrate was washed with water (20 mL), 5% NH4OH (10 mL), dried over MgSO4, filtered and concentrated to isolate Intermediate 25 (213 mg, 56.4 % yield). HPLC: Rt = 0.73 min. (PHENOMENEX Luna 5 micron C18 4.6 x 30 mm, 10-90% aqueous methanol containing 0.1% TFA, 2 min. gradient, flow rate = 5 mL/min., detection at 254 nm). MS (ES): m/z = 167.2 [M+H]+. Intermediate 25 was used in the synthesis of Examples 234 and 239.

The synthetic route of 239122-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; FINK, Brian; CHEN, Libing; GAVAI, Ashvinikumar; HE, Liqi; KIM, Soong-Hoon; NATION, Andrew; ZHAO, Yufen; ZHANG, Litai; WO2010/42699; (2010); A1;,
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Synthetic Route of 239122-51-1,Some common heterocyclic compound, 239122-51-1, name is 5-Bromo-3-fluoro-2-methoxyaniline, molecular formula is C7H7BrFNO, 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) N- (5-Bromo-3-fluoro-2-methoxy-phenyl)-2- [(E)-hydroxyiminol -acetamideIn a 500 ml three-necked flask, 2,2,2-trichloroethane-1,1-diol (8.68 g, 52.5 mmol) and sodium sulfate (47.4 g, 334 mmol) were combined with water (122 ml) to give a colorless solution. The reaction mixture was heated to 50 C and a mixture of 5-bromo-3-fluoro-2-methoxyaniline (CAS239122-51-1, 10.50 g, 47.7 mmol) in water (60 ml), dioxane (60 ml) and aqueous hydrochloricacid (7.84 ml, 95.4 mmol) were added. Then hydroxylamine hydrochloride (9.95 g, 143 mmol)in water (60 ml) was added. The reaction mixture was heated to 70 C and stilTed for 15 hoursand then cooled to room temperature. The precipitate was filtered off and washed with water (50ml) and dried in vacuo to yield the title compound as brown solid (13.4 g, 96 %). MS: mle =289.1, 291.3 [M-H].

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 239122-51-1, name is 5-Bromo-3-fluoro-2-methoxyaniline, belongs to ethers-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 239122-51-1, Product Details of 239122-51-1

A solution of 2 (1 eq) and sodium carbonate (1.5 eq) in acetone was stirred in an ice bath under an atmosphere of nitrogen. Thiophosgene (1.5 eq) was added drop wise over 30 minutes. The reaction was stirred for another 30 minutes in the ice bath before being removed and allowed to warm to RT. The reaction was stirred at RT for 1.5 h before the reaction solution was concentrated under vacuum. Toluene was added to the crude product and removed under vacuum to azetrope off any residual thiophosgene and afford the product 3. MS: MH+=262

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Reference:
Patent; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem