Lithium diisopropylamide → 1-(2,1,3-benzothiadiazol-5-yl)-3-[3-(pyridin-3-yl)propyl]-1,8-naphthyridin-2(1H)-one

Participants

Reaction Steps

The procedure of Example 1 was repeated using 2-(2,1,3-benzothiadiazol-5-ylamino)nicotinaldehyde (1.0 eq., prepared in Synthetic Example 1a)), ethyl 5-(pyridin-3-yl)pentanoate (1.5 eq., prepared in Synthetic Example 3) and LDA (1.5 eq.) to obtain 1-(2,1,3-benzothiadiazol-5-yl)-3-[3-(pyridin-3-yl)propyl]-1,8-naphthyridin-2(1H)-one (yield, 48%). The product was purified through flash column chromatography and recrystallization (mp 173.5–174.5° C./DMF).

Provenance & Evidence