Extended knowledge of 2546-56-7

According to the analysis of related databases, 2546-56-7, the application of this compound in the production field has become more and more popular.

Reference of 2546-56-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2546-56-7, name is 4-Chloro-3-fluoropyridine, molecular formula is C5H3ClFN, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1: 2-bromo-4-chloro-3-fluoropyridine 21-l To a solution of 2,2,6,6-tetramethylpiperidine (25g, 190mmol) in hexanes (100 mL) cooled over dry ice acetone bath for 5 minutes was added 1.6M n-butyl lithium in hexanes (121 mL, 194 mmol) over 5 minutes. After the addition was complete, the reaction mixture was placed in an ice bath and the mixture was allowed to stir at 0C for 20 minutes as a white solid formed. The suspension was re-cooled over dry ice/acetone bath for 5 minutes and then treated with a solution of 4-chloro-3-fluoropyridine (25 g, 190 mmol) in hexanes (50 mL) over 5 minutes and this mixture was stirred over dry ice/acetone bath for additional 10 minutes. After this time, this mixture was treated with bromine (30.4 mL, 190 mmol) and stirred over dry ice/acetone bath for 15 minutes. After this time, the reaction mixture was stirred for 30 minutes at O0C and then allowed to warm to room temperature. The reaction mixture was re-cooled over wet ice bath and quenched with water (200 mL) and extracted with ether (3×300 mL). The combined organic extracts were washed with water, dried (MgSO-J.), and the solvent removed in vacuo. The residue was purified by chromatography using 33Og silica gel cartridge and eluting with a gradient of 20-100% CH2CI2 in hexanes to provide the title compound. lH NMR (CDCI3) delta=8.13 (d, IH, J=5.1Hz) and 7.35 (dd, IH, J= 5Hz) ppm.

According to the analysis of related databases, 2546-56-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/67166; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem