Trifluoroacetic acid → HCID 58438561, compound

Participants

Reaction Steps

To a solution of 2-(1-cyclopentyl-1H-[1,2,3]triazol-4-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide (85 mg, 0.14 mmol) in CH2Cl2 (4 mL) was added TFA (2.0 mL). The reaction mixture was stirred at room temp for 3 h then concentrated. The residue was redissolved in CH2Cl2 (4 mL) and ethylenediamine (0.5 mL) was added. The reaction mixture was stirred at room temp for 0.5 h then concentrated. The residue was purified twice by silica gel chromatography (50% to 100% EtOAc/hexanes to 5% MeOH/EtOAc then 0% to 5% MeOH/CH2Cl2 (0.5% NH4OH)) then triturated with Et2O to isolate 35 mg (52%) of 2-(1-cyclopentyl-1H-[1,2,3]triazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide as a white powder. MS: (M+H)+=488.

Provenance & Evidence