Ethyl isocyanate → HCID 54337489, compound

Participants

Reaction Steps

300 mg (0.89 mmol) of 6-(4-aminophenyl)-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine (see Stage 19.5), dissolved in 20 ml of abs. THF and 2 ml (3.56 mmol) of DMA are treated with 0.29 ml of ethyl isocyanate (FLUKA) with exclusion of moisture and heated under reflux until starting material is no longer present in the TLC (24 h). The reaction mixture is evaporated to dryness in vacuo and the crude product is chromatographed on silica gel, ethyl acetate/methanol being used as the eluent. Fractions which contain the desired product are combined and evaporated to dryness. The residue is dissolved in a little THF. The target compound is precipitated/crystallized by addition of n-hexane. Colorless crystals of 4-(3-chloroanilino)-6-(4-[N3-ethylureido]phenyl)-7H-pyrrolo[2,3-d]pyrimidine are obtained; m.p.>290° C., FAB-MS: (M+H)+=407.

Provenance & Evidence