Extracurricular laboratory: Synthetic route of 2-Chloro-4-iodo-3-methylpyridine

According to the analysis of related databases, 153034-88-9, the application of this compound in the production field has become more and more popular.

Electric Literature of 153034-88-9, 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. 153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine, molecular formula is C6H5ClIN, 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.

Under inert gas atmosphere 0.80 g (2.53 mmol) of example XIII.1 , 0.65 g (2.53 mmol) of 2-chloro-4-iodo-3-methyl-pyridine, 1.00 g (10.4 mmol) NaOtBu and 100 mg (0.14 mmol) chloro(2-dicyclohexylphosphino-2’>4′,6′-triisopropyl-1 , 1 ‘-biphenyl)(2-(2- aminoethyl)-phenyl)-palladium (II) are added to 50 mL dioxane and stirred at 45 C over night. Afterwards the solvent is removed, water is added and the product is extracted with EtOAc. The organic layer is dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (ACN/H20/TFA). C20H24CIN3O2 (M= 373.9 g/mol) ESI-MS: 374 [M+H]+ Rt (HPLC):0.77 min (method M)

According to the analysis of related databases, 153034-88-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem