反应详情

To a solution of ethyl 6-((S)-1-(tert-butoxy)-2-ethoxy-2-oxoethyl)-7-(5-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylpyrazolo[1,5-a]pyrimidine-2-carboxylate (315 mg, 0.593 mmol) in EtOH (6 mL) was added 1N NaOH (0.712 mL, 0.712 mmol) and the resulting mixture was stirred at room temp for 4 h. A this point LCMS indicated completion of reaction. Then, the reaction mixture was concentrated and the residue diluted with water (3 mL), acidified with 1N HCl, extracted with ethyl acetate (25 mL), washed with brine (10 mL), dried (Na2SO4), filtered and concentrated to afford 6-((S)-1-(tert-butoxy)-2-ethoxy-2-oxoethyl)-7-(5-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylpyrazolo[1,5-a]pyrimidine-2-carboxylic acid (230 mg, 0.457 mmol, 77% yield) as off-white solid (approx 2:1 mixture of mono and di-acid) which was used as is in the next step without further purification. LCMS (M+H)=503.3.

1. customcompletion of reaction
2. concentrationThen, the reaction mixture was concentrated
3. additionthe residue diluted with water (3 mL)
4. extractionextracted with ethyl acetate (25 mL)
5. washwashed with brine (10 mL)
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customto afford