Ethanol → 4-Isopropylamino-thieno[3,4-d]pyrimidine

Participants

Reaction Steps

15 g of zinc powder are introduced into a solution of 3.9 g (0.017 moles) of 2-chloro-4-isopropylamino-thieno[3,4-d]pyrimidine in 150 ml. of absolute ethyl alcohol. 25 ml. of glacial acetic acid are then added drop by drop wilst agitating. When the addition is completed, the agitation is continued for a further 36 hours at ordinary temperature. The reaction mixture is filtered over hyflocel and the filtrate is poured into 700 ml. of iced water. The pH of the solution is adjusted to 8 with sodium hydroxide and it is extracted several times with ether. The ether phase is washed with water to pH 7, it is dried over sodium sulfate and it is then evaporated to dryness. 1.9 g of 4-isopropylamino-thieno[3,4-d]pyrimidine, still containing a little of the initial product, are obtained. After chromatographic separation and recrystallization from ethyl acetate, one obtains 0.8 g (25% of theory) of the purified product which melts at 230°C with decomposition.

Provenance & Evidence