반응 #166206

반응 방정식

4-(2-fluoro-4-iodophenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester

TFA

→

title compound

수율 84.0%

4-(2-Fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid

수율 84.0%

용매

DCM

반응 조건

후처리

1. 1
   농축before being concentrated in vacuo
2. 2
   workup.DISSOLUTIONThe resultant residue was dissolved in ethyl acetate (10 mL)
3. 3
   세척washed with aqueous saturated sodium bicarbonate solution (10 mL)
4. 4
   추출the aqueous fraction extracted with ethyl acetate (2×10 mL)
5. 5
   세척The combined organic fractions were washed with brine (20 mL)
6. 6
   건조dried (MgSO4)
7. 7
   농축concentrated in vacuo

실험 절차

To a solution of 4-(2-fluoro-4-iodophenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester (611 mg, 1.10 mmol) in DCM (5 ml) was added TFA (1.2 mL, 16.2 mmol). The reaction mixture was stirred at room temperature for 16 hours before being concentrated in vacuo. The resultant residue was dissolved in ethyl acetate (10 mL), washed with aqueous saturated sodium bicarbonate solution (10 mL) and the aqueous fraction extracted with ethyl acetate (2×10 mL). The combined organic fractions were washed with brine (20 mL), dried (MgSO4) and concentrated in vacuo. The resultant residue was subjected to flash chromatography (Si—PPC, gradient 0-100% ethyl acetate in cyclohexane) to yield the title compound as an off-white solid (367 mg, 84%). LCMS (Method B): RT=3.23 min, [M+H]+=398.

출처