Dimethyl acetylenedicarboxylate → HCID 70300726, compound

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Reaction Steps

2-(4-(tert-Butyldimethylsilanyloxymethyl)phenyl)-1-ethylindolizine prepared in example 97, step 2, was reacted with dimethyl acetylene dicarboxylate by the general synthetic principle outlined in example 23, step 6, to afford dimethyl 4-ethyl-3-(4-(tert-butyldimethylsilanyloxymethyl)phenyl)pyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylate, which was hydrolysed and desilylated by the general synthetic principle outlined in example 23, step 7, to afford 4-ethyl-3-(4-hydroxymethylphenyl)pyrrolo[2,1,5-cd]indolizine-1,2-dicarboxylic acid as yellow crystals in 63% yield. 1H-NMR (DMSO-d6, 200 MHz) δ: 1.35 (t, 3H); 3.11 (q, 2H); 4.61 (d, 2H); 7.50 (d, 2H); 7.61 (d, 2H); 8.03 (dd, 1H); 8.32 (d, 1H); 8.42 (d, 1H).

Provenance & Evidence