Analyzing the synthesis route of 866633-25-2

According to the analysis of related databases, 866633-25-2, the application of this compound in the production field has become more and more popular.

Synthetic Route of 866633-25-2, 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 866633-25-2 as follows.

A solution of isopropylmagnesium bromide (2M solution in tetrahydrofuran) (83 ml, 0.166 mol) was added drop-wise to a stirred solution of 2-(trifluoromethoxy)-5-fluoro- 1 -bromobenzene (Preparation 49, 27.6 g, 0.107 mol) in anhydrous tetrahydrofuran (125 ml) at -1O0C under an atmosphere of nitrogen. The resulting mixture was stirred at room temperature for 2 hours. Tri/sopropyl borate (26.1 g, 0.139 mol) was then added drop-wise at -100C and the resulting mixture was stirred at room temperature for 16 hours. Hydrochloric acid (1 N aqueous solution) (100 ml) was added drop-wise at O0C and the mixture stirred at room temperature for 30 minutes. Ethyl acetate (150 ml) was added and the layers were separated, the aqueous layer was further extracted with ethyl acetate (2 x 150 ml). The organic extracts were combined and concentrated in vacuo. The residue was dissolved in potassium hydroxide (10% aqueous solution) (50 ml) and extracted with diethyl ether (2 x 150 ml). The separated aqueous layer was acidified to pH~4 by addition of hydrochloric acid (1 N aqueous solution) (100 ml) and extracted with ethyl acetate (3 x 150 ml). The combined organic extracts were dried over anhydrous Na2SO4, filtered and evaporated in vacuo to give an off white solid. Purification by preparative HPLC gave the title compound as an off white solid (5.82 g, 24%).1HNMR (cfe-DMSO): 7.23-7.32 (m, 3H), 7.53-7.55 (m, 1 H), 8.36 (br s, 1 H).MS m/z 223 [MH]-

According to the analysis of related databases, 866633-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Simple exploration of 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene

According to the analysis of related databases, 866633-25-2, the application of this compound in the production field has become more and more popular.

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. 866633-25-2, name is 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3BrF4O

Preparation 18 r2-(Trifluoromethoxy)-5-fluorophenyllboronic acid A solution of isopropylmagnesium bromide (2M solution in tetrahydrofuran) (83 ml, 0.166 mol) was added drop-wise to a stirred solution of 2-(trifluoromethoxy)-5-fluoro- 1-bromobenzene (Preparation 17, 27.6 g, 0.107 mol) in anhydrous tetrahydrofuran (125 ml) at -1 O0C under an atmosphere of nitrogen. The resulting mixture was stirred at room temperature for 2 hours. Triisopropyl borate (26.1 g, 0.139 mol) was then added drop-wise at -100C and the resulting mixture was stirred at room temperature for 16 hours. Hydrochloric acid (1 N aqueous solution) (100 ml) was added drop-wise at O0C and the mixture stirred at room temperature for 30 minutes. Ethyl acetate (150 ml) was added and the layers were separated, the aqueous layer was further extracted with ethyl acetate (2 x 150 ml). The organic extracts were combined and concentrated in vacuo. The residue was dissolved in potassium hydroxide (10% aqueous solution) (50 ml) and extracted with diethyl ether (2 x 150 ml). The separated aqueous layer was acidified to pH~4 by addition of hydrochloric acid (1 N aqueous solution) (100 ml) and extracted with ethyl acetate (3 x 150 ml). The combined organic extracts were dried over anhydrous Na2SO4, filtered and evaporated in vacuo to give an off white solid. Purification by preparative HPLC gave the title compound as an off white solid (5.82 g, 24%).1HNMR (de-DMSO): 7.23-7.32 (m, 3H), 7.53-7.55 (m, 1 H), 8.36 (br s, 1 H).MS m/z 223 [MH]-

According to the analysis of related databases, 866633-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2008/135830; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some scientific research about 866633-25-2

Statistics shows that 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 866633-25-2.

Application of 866633-25-2, These common heterocyclic compound, 866633-25-2, name is 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene, 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.

To a solution of the aryl bromide (from Step 2 above) (5g) in THF (25 mL) was added Isopropylmagnesium chloride (15 mL, 2.0M in THF) at room temperature. After stirring at the ambient for 2 h, B (OiPr)3 added to the reaction and stirred overnight. The reaction was quenched with IN HCl, stirred at room temperature for 30min and extracted with EtOAc. The residue obtained after removal of the solvent in vacuo, was dissolved in 10% KOH, extracted with ether. The aqueous phase was acidified with concentrated HCl and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give the aryl boronic acid as a white solid. ¹H NMR (CDCl3) : 7.28-7.32 (m, 1H), 7.17-7.22 (m, 2H) MS (ESI): m/e 225 (M+1)+

Statistics shows that 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 866633-25-2.