反应详情

温度

40 °C

A mixture of methyl 2-tert-butyl-4-((2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamino)methyl)thiazole-5-carboxylate 109d (1.80 g, 4.05 mmol) and lithium hydroxide (970.0 mg, 40.50 mmol) in isopropyl alcohol (15 mL) and water (15 mL, 830 mmol) was stirred at 40° C. overnight. The reaction mixture was concentrated to ˜50% of original volume, acidified to pH˜2 with conc. hydrochloric acid, and extracted with 9:1 isopropyl acetate/isopropyl alcohol. The extract was dried with anhydrous magnesium sulfate. The drying agent was removed by filtration. The filtrate was concentrated under reduced pressure to afford 2-tert-butyl-4-((2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamino)methyl)thiazole-5-carboxylic acid 109e (1.74 g, 92%), which was used without further purification.

1. concentrationThe reaction mixture was concentrated to ˜50% of original volume
2. extractionextracted with 9:1 isopropyl acetate/isopropyl alcohol
3. dry with materialThe extract was dried with anhydrous magnesium sulfate
4. customThe drying agent was removed by filtration
5. concentrationThe filtrate was concentrated under reduced pressure