Phosphorus oxychloride → 1-Methyl-3,4-dihydropyrrolo[1,2-a]pyrazine

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Reaction Steps

The solid N-[2-(1H-pyrrol-1-yl)ethyl]acetamide (8 g, described in Example 1) is added cautiously in small portions into phosphorus oxychloride (45 ml) upon stirring. The mixture is refluxed for 60 min and evaporated under reduced pressure (1 mm Hg). The residue is partitioned between 10% sodium hydroxide and diethyl ether, and the organic phase is separated and evaporated. The residue is filtered through a column of neutral alumina packed in chloroform and the eluates are evaporated to obtain 6.7 g of the title compound which solidified: mp 25°-27° C. and nmr(CDCl3) δ 2.28(s), 3.84(s), 6.12(t), 6.36(d) and 6.64.

Provenance & Evidence