반응 #53718

반응 방정식

di-tert-butyl dicarbonate

tert-Butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-thiophenesulfonylamino)-indazolecarboxylate

5-amino-3-iodo-1H-indazole

thiophene-2-sulfonyl chloride

→

solid

{N-[3-(1H-indol-2-yl)-1H-indazol-5-yl]}thiophene-2-sulfonamide

반응 조건

후처리

1. 1
   기타The intermediate crude is purified by flash chromatography (98/2 by volume dichloromethane/methanol)
2. 2
   기타resulting in 2.30 g of an orangey solid, which
3. 3
   기타After purification by flash chromatography (eluent:dichloromethane), 3.15 g of tert-butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-thiophenesulfonylamino)indazolecarboxylate

실험 절차

tert-Butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-thiophenesulfonylamino)-indazolecarboxylate can be prepared as described in Example 85 using 2 g of 5-amino-3-iodo-1H-indazole and 1.61 g of thiophene-2-sulfonyl chloride. The intermediate crude is purified by flash chromatography (98/2 by volume dichloromethane/methanol), resulting in 2.30 g of an orangey solid, which is then treated with 3.71 g of di-tert-butyl dicarbonate according to the procedure. After purification by flash chromatography (eluent:dichloromethane), 3.15 g of tert-butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-thiophenesulfonylamino)indazolecarboxylate are obtained in the form of a white solid melting at 163° C. (LC/MS analysis: Tr=4.34 minutes; [M+H]+=605.93; [M+H]+-tert-butyl=549.90).

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