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170632-13-0

1-Benzyl-3-(5-methoxycarbonyl-2-furyl)indazole synthesis

12synthesis methods
2527-99-3 Synthesis
METHYL 5-BROMO-2-FUROATE

2527-99-3
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205643-28-3 Synthesis
3-iodo-1-(phenylmethyl)-1H-indazole

205643-28-3
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1-Benzyl-3-(5-methoxycarbonyl-2-furyl)indazole

170632-13-0
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Yield:170632-13-0 78%

Reaction Conditions:

Stage #1: N-benzyl-3-iodo-1H-indazolewith diisopropyl zinc;lithium pentane-2,4-dionate in 1-methyl-pyrrolidin-2-one at 20; for 12 h;
Stage #2: methyl 5-bromo-2-furoatewith trifuran-2-yl-phosphane;bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran at 20; for 12 h;Negishi cross-coupling reaction;

References:

Gong, Liu-Zhu;Knochel, Paul [Synlett,2005,# 2,art. no. G41404ST,p. 267 - 270]