Trifluoroacetic acid → HCID 67496586, compound

Participants

Reaction Steps

To a 100 ml flask containing (S)-1-(4-(5-amino-1,3,4-oxadiazol-2-yl)-6-(pyridin-4-yl)indolin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamate was added 20 ml of DCM and 10 ml of TFA. The reaction was stirred at room temperature for 6 hours at which time the solvent was removed with a stream of nitrogen to give (2S)-2-amino-1-(4-(5-amino-1,3,4-oxadiazol-2-yl)-6-(pyridin-4-yl)indolin-1-yl)-3-phenylpropan-1-one 59 (98 mg, 100% yield) as a white solid LCMS ESI (pos.) m/e: 427.1 (M+1): 1H NMR (400 MHz, DMSO-d6) δ ppm 8.76 (d, J=6.26 Hz, 2H), 8.58 (d, J=1.56 Hz, 1H), 8.36 (br. s., 3H), 7.71-7.81 (m, 3H), 7.22-7.41 (m, 7H), 4.55 (br. s., 1H), 4.31 (td, J=10.37, 6.65 Hz, 1H), 3.68 (td, J=10.27, 6.46 Hz, 1H), 3.33-3.50 (m, 1H), 3.08-3.28 (m, 3H).

Provenance & Evidence