Trifluoroacetic acid → 2-(1-ethyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2,2-dimethyl-1-(pyrrolidine-1-carbonyl)-propyl]-amide

Participants

Reaction Steps

To a solution of 2-(1-ethyl-1H-pyrazol-4-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2,2-dimethyl-1-(pyrrolidine-1-carbonyl)-propyl]-amide in CH2Cl2 (2.25 mL) was added TFA (0.75 mL). The reaction mixture was stirred overnight and concentrated. The residue was dissolved in a mixture of ammonium hydroxide, MeOH and CH2Cl2 (1:10:60, 3.0 ml) and stirred at room temperature for 90 min. The reaction mixture was then concentrated and the residue purified by SiO2 chromatography (0-10% MeOH/CH2Cl2) to afford 85 mg (89%) of 2-(1-ethyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2,2-dimethyl-1-(pyrrolidine-1-carbonyl)-propyl]-amide as a yellow powder. MS: (M+H)+=424.

Provenance & Evidence