Реакция #42649

Уравнение реакции

N-methyl indole

P2O5 MeSO3H

indole nitrogen

MeI

esters

indole

K2CO3

→

aldisine

Условия реакции

Обработка

1. 1
   Другоеwas used for the synthesis of 3

Методика

Starting with the commercially available 2-indolecarboxylic acid, condensation with the ethyl ester of β-alanine in the presence of EDCI and DMAP, provided the indole 4. Methylation of the indole nitrogen with MeI and K2CO3 proceeded in near quantitative yields, rendering the N-methyl indole, which was used for the synthesis of 3. Hydrolysis of esters 4 and 5 followed by the P2O5/MeSO3H mediated cyclization provided the key intermediate aldisine derivatives 8 and 9.

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