N,N-dimethyl-4-phenylmethoxybenzamide → 4-(4-Benzyloxybenzoyl)-1-ethyl-2-(4-methoxyphenyl)pyrrolo[2,1,5-cd]indolizine

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Reaction Steps

4-Bromo-1-ethyl-2-(4-methoxyphenyl)pyrrolo[2,1,5-cd]indolizine, prepared in example 75, step 2, was reacted with t-butyllithium and N,N-dimethyl 4-benzyloxybenzamide by the general synthetic principles outlined in example 75, to afford 4-(4-benzyloxybenzoyl)-1-ethyl-2-(4-methoxyphenyl)pyrrolo[2,1,5-cd]indolizine in 14% yield. MS(SP): m/z 485 (M+). 1H--NMR (CDCl3, 200 MHz) δ: 1.48 (t, 3 H); 3.21 (q, 2 H); 3.90 (s, 3 H); 5.17 (s, 2 H); 7.03-7.12 (m,4 H); 7.30-7.50 (m, 5 H); 7.70 (d, 2 H); 7.80-8.01 (m, 5 H); 8.39 (dd, 1 H).

Provenance & Evidence