(R)-3-{3-[5-(2-Trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-ylamino}-pyrrolidine-1-carboxylic acid benzyl ester → (R)-pyrrolidin-3-yl-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine

Participants

Reaction Steps

(R)-3-{3-[5-(2-Trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-ylamino}-pyrrolidine-1-carboxylic acid benzyl ester (0.535 g, 0.98 mmol) was dissolved in 20 ml of EtOH and the flask was flushed with argon. 20% Pd(OH)2/C (0.105 g) was added and the system was flushed with argon again and at last was flushed with hydrogen. A hydrogen balloon was placed on the flask, with a needle, so that the gas bubbled directly into the solution at atmospheric pressure and the reaction was left for 2 h. The catalyst was removed by filtration and the solution was concentrated to dryness, giving 0.330 g (81%) of (R)-pyrrolidin-3-yl-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine which was used as is in the following steps.

Provenance & Evidence