Trifluoroacetic acid → HCID 67089409, compound

Participants

Reaction Steps

To a 50 mL round bottom flask was added tert-butyl (S)-2-amino-3(4-(trifluoromethyl)phenyl)propyl(5-(phthalazin-5-yl)-1,3,4-thiadiazol-2-yl)carbamate (0.025 g, 0.0476 mmol) DCM (5 mL) and TFA (5 mL). The resulting solution was stirred for 30 minutes and evaporated. The residue was dissolved in EtOAc (100 mL), washed with a mixture of aqueous saturated sodium bicarbonate plus 5% 5N NaOH, and saturated sodium bicarbonate (2×). The organic layer was dried over sodium sulfate and evaporated to provide N—((S)-2-amino-3-(4-(trifluoromethyl)phenyl)propyl)-5-(phthalazin-5-yl)-1,3,4-thiadiazol-2-amine as a tan solid (15 mg, 75%). LCMS (M+H) 431.2 calc. for C20H18F3N6S 431.1. 1H NMR (400 MHz, CDCl3): δ ppm 2.83 (dd, J=14.28, 8.61 Hz, 2H) 3.10 (dd, J=14.28, 4.50 Hz, 1H) 3.71 (m, 1H) 4.22 (d, 2H) 7.12-7.15 (d, 2H) 7.39 (d, J=8.22 Hz, 1H) 7.60 (d, 1H) 8.07 (m, J=1.17 Hz, 1H) 8.11 (d, 1H) 8.17 (d, 1H) 9.70 (s, 1H) 9.87 (s, 1H). 2H not detected.

Provenance & Evidence