Trifluoroacetic acid → HCID 54755625, compound

Participants

Reaction Steps

In a 10 mL round-bottomed flask, 3-{[2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-amino}-3-(1-hydroxy-1-methyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (118 mg, 0.21 mmol) was dissolved in CH2Cl2 (1 mL). Trifluoroacetic acid (0.8 mL) was added and the light yellow reaction mixture was stirred at room temperature for 2 h then concentrated. The residue was taken up in toluene (3 mL), concentrated and then dried under high vacuum. The residue was dissolved in CH2Cl2 (1 mL) and ethylenediamine (1 mL) was added. The reaction mixture was stirred at room temperature for 1 h then H2O and EtOAc were added. The aqueous layer was extracted with EtOAc. The combined organics were washed with H2O and brine, dried over Na2SO4 and concentrated. The residue was triturated with EtOAc to afford 37 mg (48%) of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [3-(1-hydroxy-1-methyl-ethyl)-pyrrolidin-3-yl]-amide as a yellow solid.

Provenance & Evidence