Dimethylformamide → HCID 53948418, compound

Participants

Reaction Steps

A 750 ml flask is charged with 25.4 g (83.5 mmol) of 3-(2-chloro-9H-purin-6-yl-amino)-benzoic acid methyl ester, 12.95 g (93.7 mmol) of K2CO3 and 360 ml of DMF. The mixture is stirred at RT for 30 min, then 35.8 ml (443 mmol) ethyliodide are added under slight cooling. After completion, the mixture is poured into water/EtOAc (1.2 l each). The aqueous layer is extracted with ethyl acetate (2 fold). The combined organic layers are washed with water and brine, dried (Na2SO4), filtered and concentrated. After purification by chromatography (silica gel, EtOAc) the desired product, 3-(2-chloro-9-ethyl-9H-purin-6-yl-amino)benzoic acid methyl ester, (19.1 g, 69% yield) is obtained; Rf=0.25; (EtOAc); m.p. 148° C.; ESI-MS: 332 (M+H)+.

Provenance & Evidence