Ethylenediamine → HCID 58438604, compound

Participants

Reaction Steps

To a solution of 2-(4-chloro-1-oxo-1,3-dihydro-isoindol-2-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide (40 mg, 0.065 mmol) in dichloromethane (1 mL) at r.t. was added trifluoroacetic acid (0.30 mL, 3.87 mmol). The solution was stirred for 3 h at room temperature then concentrated under vacuum. The residue was dissolved in dichloromethane (1 mL) and ethylenediamine (0.43 mL, 6.45 mmol) was added. The reaction mixture was stirred at room temperature for 2 h then concentrated under vacuum. The crude residue was suspended in water:EtOAc (2 mL: 5 mL) and the resultant solid was collected by filtration, washing with EtOAc, to afford 23 mg (73%) of 2-(4-chloro-1-oxo-1,3-dihydro-isoindol-2-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide as a white solid. MS: (M+Na)+=512.

Provenance & Evidence