Trifluoroacetic acid → HCID 59002861, compound

Participants

Reaction Steps

To a solution of (R)-9-fluoro-2,3-dihydro-8-(4-methoxybenzylamino)-7-oxo-3-phenyl-10-[2-(2-pyridylamino)ethylamino]-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (366 mg, 0.614 mmol) in CH2Cl2 (10 mL) was added TFA (2.0 mL, 26.9 mmol) at 0° C. and the mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo. The solution of the residue in DMSO (3 mL) was added water and 2M aq. NaOH to adjust pH=7. A precipitate formed and was collected by filtration. The cake was added EtOH (10 mL), and boiled on water-bath. A precipitate was collected by and then dried to give (R)-8-amino-9-fluoro-2,3-dihydro-7-oxo-3-phenyl-10-[2-(2-pyridylamino)ethylamino]-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (124 mg, 42%) as a yellow solid.

Provenance & Evidence