Potassium Sodium Tartrate → HCID 68999673, compound

Participants

Reaction Conditions

Reaction Steps

(E)-2-[2-(1H-indazol-3-yl)vinyl]-N-hydroxybenzamidine (0.08 g, 0.29 mmol) obtained in Step 1 of Example 175 was dissolved in THF (5.0 mL) and the solution was added with diisopropylethylamine (0.12 mL, 0.66 mmol) and ethylmalonyl chloride (47 μL, 0.44 mmol), followed by stirring at 80° C. for 15 minutes. Then, potassium carbonate and methanol were added to the mixture and stirred for 30 minutes. The mixture was added with water, extracted with ethyl acetate, and the organic layer was concentrated and then dried. Further, the residue was dissolved in a mixed solvent of methylene chloride (1.0 mL) and THF (1.0 mL), cooled to −78° C. and diisobutylaluminum hydride (0.95 mol/L toluene solution, 0.58 mL, 0.55 mmol) was added. The mixture was warmed to room temperature and stirred for 3 hours. The reaction mixture was added with saturated aqueous Rochelle salt solution and extracted with ethyl acetate. After the organic layer was concentrated, the residue was triturated in ethyl acetate to obtain Compound 181 (44 mg, 35%).

Provenance & Evidence