Category: 401-84-3

Related Products of 401-84-3, A common heterocyclic compound, 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, molecular formula is C7H3Br2F3, 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.

A vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.200 g, 0.351 mmol), potassium phosphate (0.260 g, 1.227 mmol), and PdCi2(dppf)- CH2C12 (0.029 g, 0.035 mmol). DMF (0.150 mL) was added, followed by 1,3-dibromo- 5-(trifluoromethyl)benzene (0.166 ml, 1.052 mmol). The vial was flushed with argon, sealed, and stirred at 85 C for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (silica gel, gradient elution 0 to 75% EtOAc:Hexane) to afford 3-(3-bromo-5-(trifluoromethyl)phenyl)-N- (2,4-dimethoxybenzyl)- 1 -methyl-N-( 1 ,2,4-thiadiazol-5-yl)- 1 H-indole-6-sulfonamide (.081 g, 0.121 mmol, 34.6 % yield) as a white solid, m/z (ESI) 668.0 (M+H)+.

The synthetic route of 401-84-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 401-84-3, A common heterocyclic compound, 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, molecular formula is C7H3Br2F3, 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.

Step 1 : 1-Bromo-3-(prop-1-en-2-yl)-5-(trifluoromethyl)benzene (P28a)To a solution of 1 ,3-dibromo-5-(trifluoromethyl)benzene (3.03 g, 10 mmol) in dioxane (20 mL) was added Pd(PPh3)4 (300 mg, 0.26 mmol), prop-1-en-2-ylboronic acid (1.0 g, 12 mmol), K2C03 (2.8 g, 20 mmol) and water (1 mL) under N2. The mixture was stirred at 90C overnight, concentrated and purified by CC (hexane) to afford compound P28a (1.9 g, 71%) as an oil.

The synthetic route of 401-84-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 401-84-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

l,3-dibromo-5-(trifluoromethyl)benzene (1, 3.03 g, 10.00 mmol) was dissolved in dry diethyl ether (25 mL) and cooled to -78C. n-Butyllithium (4.24 mL, 2.35 M in hexanes, 10.0 mmol) was added drop-wise with stirring. After 15 minutes, dry N,N- dimethylformamide (1.44 mL, 20.0 mmol) was added in one portion and the resulting mixture was allowed to warm to ambient temperature over an hour. 1 M aqueous solution of hydrochloric acid (30 mL) was then added to quench the reaction and the reaction mixture was taken up in diethyl ether (30 mL) and washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulfate, filtered and evaporated. The crude product was purified by flash column chromatography (Silicagel 60, 0.040-0.063 mm; eluent: cyclohexane/ethyl acetate 20: 1) to give 3-bromo-5-(trifluoromethyl) benzaldehyde (2) as colorless oil. Yield : 1366 mg (54%). JH NMR spectrum (300 MHz, CDCI3, deltaEta) : 10.02 (s, 1 H); 8.20 (bs, 1 H); 8.07 (bs, 1 H); 8.02 (bs, 1 H).

The chemical industry reduces the impact on the environment during synthesis 1,3-Dibromo-5-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVO NORDISK A/S; KRUSE, Thomas; HANSEN, Mikael, Kofoed; MUeNZEL, Martin, Werner, Borchsenius; THØGERSEN, Henning; SAUERBERG, Per; RASMUSSEN, Jakob, Ewald; BEHRENS, Carsten; HØEG-JENSEN, Thomas; BAL?ANEK, Vojtech; DROBNAKOVA, Zuzana; DRO?, Ladislav; HAVRANEK, Miroslav; KOTEK, Vladislav; ?TENGL, Milan; ?NAJDR, Ivan; VANOVA, Hana; (202 pag.)WO2019/92125; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 401-84-3, A common heterocyclic compound, 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, molecular formula is C7H3Br2F3, 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.

A vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.200 g, 0.351 mmol), potassium phosphate (0.260 g, 1.227 mmol), and PdCi2(dppf)- CH2C12 (0.029 g, 0.035 mmol). DMF (0.150 mL) was added, followed by 1,3-dibromo- 5-(trifluoromethyl)benzene (0.166 ml, 1.052 mmol). The vial was flushed with argon, sealed, and stirred at 85 C for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (silica gel, gradient elution 0 to 75% EtOAc:Hexane) to afford 3-(3-bromo-5-(trifluoromethyl)phenyl)-N- (2,4-dimethoxybenzyl)- 1 -methyl-N-( 1 ,2,4-thiadiazol-5-yl)- 1 H-indole-6-sulfonamide (.081 g, 0.121 mmol, 34.6 % yield) as a white solid, m/z (ESI) 668.0 (M+H)+.

The synthetic route of 401-84-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); 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. 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Formula: C7H3Br2F3

With the magnetic force of the rotor to dry the reaction tube by sequentially adding a 9 H – pyrido [2, 3b] indole (5.04 g, 30 . 00 mmol, 1.0 eq), CuI (571.4 mg, 3 . 00 mmol, 0 . 01 eq), L – Proline (690.0 mg, 6 . 00 mmol, 0 . 02 eq) and K2CO3(8.29G,60 . 00mmol,2 . 0 eq). Replacing the nitrogen three times, then adding 1, 3 – dibromo -5 – trifluoromethylbenzene (10.94 g, 36.0 mmol, 1.2 eq) and solvent dimethyl sulfoxide (30 ml). The reaction mixture is 120 C oil bath reaction 1.5 days. Cooling to room temperature, add 100 ml ethyl acetate dilution, diatomaceous earth filter, and ethyl acetate full cleaning, add 50 ml water, liquid, ethyl acetate extraction the aqueous phase three times, the combined organic phase, drying the organic phase with anhydrous sodium sulfate, filtered, reduced pressure distillation to remove the solvent, the obtained crude product by silica gel column chromatography separation and purification, eluent (petroleum ether/dichloromethane=4:1 – 2:1), to obtain white solid 2 – Br – CF35. 15 G, yield 43%. The product can be directly used in the next step of the synthesis.

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; Zhejiang University of Technology; Ruisheng Optoelectric Science And Technology (Changzhou) Co., Ltd.; Li Guijie; She Yuanbin; Zhao Xiangdong; Chen Shaohai; (38 pag.)CN108948096; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary