4-Nitrophenylboronic acid → 4-Chloro-7-isopropyl-5-(4-nitrophenyl)pyrrolo[2,3-d]pyrimidine

Participants

Reaction Steps

In a similar manner to Example 10 b), 4-chloro-5-iodo-7-isopropylpyrrolo-[2,3-d]pyrimidine (0.57 g), was reacted with 4-nitrophenylboronic acid (0.30 g) using bis(triphenylphosphine)palladium (II) chloride (0.126 g) to give 4-chloro-7-isopropyl-5-(4-nitrophenyl)pyrrolo[2,3-d]pyrimidine which was reduced using a mixture of ammonium chloride (22 mg),iron powder (0.45 g) in water (2 ml) and industrial methylated spirit (10 ml) to give 4-chloro-5-(4-aminophenyl)-7-isopropylpyrrolo[2,3-d]pyrimidine which was reacted with ammonia in 1,4-dioxen in a sealed vessel to give 4-amino-5-(4-aminophenyl)-7-isopropyl-pyrrolo[2,3-d]pyrimidine.

Provenance & Evidence