Some tips on 2-Chloro-4-methoxypyridine

According to the analysis of related databases, 17228-69-2, the application of this compound in the production field has become more and more popular.

Reference of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine, molecular formula is C6H6ClNO, 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.

To a solution of 2-chloro-4-methoxypyridine (0.5 g, 3.48 mmol) in sulfuric acid (2.5 mL) was added A/-iodosuccinimide (0.825 g, 3.48 mmol) portionwise at room temperature. The mixture was stirred at 55C for 2 hours. The reaction mixture was poured into ice water (10 mL) and 8 M NaOH (20 mL) was added slowly, after which the dark brown solution turned pale yellow. The aqueous layer was extracted with CH2CI2 (2 x 20 mL). The organic layers were washed with brine (10 mL) and concentrated in vacuo onto silica gel. Dry flash chromatography, eluting with 25% EtOAc:c-Hex, gave 2-chloro-5-iodo-4- methoxypyridine as a white crystalline solid (0.169 g, 0.760 mmol, 22% yield). 1H NMR (500 MHz, d6-DMSO) ? 8.52 (s, 1 H), 7.19 (s, 1 H), 3.96 (s, 3H); LC-MS (LCT, 4 minutes) Rt = 2.56 minutes; m/z (ESI) 270 (M+H).

According to the analysis of related databases, 17228-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; COLLINS, Ian; LAINCHBURY, Michael; MATTHEWS, Thomas Peter; READER, John Charles; WO2013/68755; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem