With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.923169-37-3, name is 4-(Hydroxymethyl)picolinic acid, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.Quality Control of 4-(Hydroxymethyl)picolinic acid
To a stirred solution of 4-(hydroxymethyl)picolinic acid 1 (461 mg, 3.012 mmol) in DMF (10 mL) was added diisopropylethylamine (0.8 mL, 4.518 mmol) and HATU (1.14 g, 3.012 mmol) at 0 C. After 20 min (1S,3R)-N1-(5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3- b]pyridin-3-yl)pyrimidin-4-yl)cyclohexane-1,3-diamine (Intermediate 12, enantiomer 2 (Ent- 2)) (750 mg, 1.506 mmol) was added and stirred the reaction mixture at room temperature for 16 h. After completion of the reaction, the mixture was diluted with ice cold water (100 mL) and filtered the precipitated solid to afford pure compound N-((1R,3S)-3-((5-fluoro-2-(5- fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-4- (hydroxymethyl)picolinamide (Intermediate 23) (950 mg with 75% LCMS purity) as a brown solid. TLC system: 10% MeOH in dichloromethane; Rf: 0.6; LCMS (ESI): m/z 634.31(M+H)+
At the same time, in my other blogs, there are other synthetic methods of this type of compound,923169-37-3, 4-(Hydroxymethyl)picolinic acid, and friends who are interested can also refer to it.
Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
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