2-(Methylthio)-4-pyridinecarboxylic Acid synthesis

Yield:74470-24-9 560 mg

Reaction Conditions:

in N,N-dimethyl-formamide at 25; for 2 h;Inert atmosphere;

Steps:

Step 1: Preparation of 2-methylsulfanylpyridine-4-carboxylic acid (Int-41a)

To a solution of methyl 2-chloroisonicotinate (1.0 g, 5.83 mmol) in DMF (20 mL) was added sodium thiomethoxide (3.27 g, 23.31 mmol). The mixture was stirred for 2 h at 25 °C. LC- MS detection indicated that starting materials were consumed completely. The mixture was diluted with water (200 mL), acidified by HC1 (2 M) to pH = 3 and extracted with CH2CI2 (150 mL x 3). The combined organics was dried and concentrated. The residue was purified by prep- HPLC to afford 2-methylsulfanylpyridine-4-carboxylic acid (560 mg). MS obsd. (ESI⁺) [(M+H)⁺]: 170.0.

References:

WO2022/106680,2022,A1 Location in patent:Page/Page column 27; 51-52