1,2-Dichloroethane → HCID 71768543, compound

Participants

Reaction Steps

To a solution of N-(4-amino-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-2-(5-benzyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-2-yl)nicotinamide (45 mg, 0.088 mmol) in DMSO (1200 μL) at room temperature, EDC (160 mg, 0.835 mmol) was added, and after 5 min of stirring 2,2-dichloroacetic acid (40 μL, 0.487 mmol). The mixture was stirred for 45 min at room temperature, and then 10 mL of brine and 10 mL of saturated aqueous NaHCO3-solution were added, the precipitate formed filtered off and dried in vacuo. The yellow solid obtained was crystallized from 2-propanol, the resulting precipitate washed and treated with MTB and n-pentane to afford 27 mg of an off-white amorphous solid; ESI-MS [M+H]+: 509.2. 1H-NMR (400 MHz, DMSO), δ[ppm]: 8.86 (m, 1H), 8.47 (m, 1H), 8.07 (m, 1H), 7.98 (m, 1H), 7.76 (m, 1H), 7.65 (m, 1H), 7.35-7.18 (m, 11H), 5.33 (m, 1H), 4.05 (m, 1H), 3.68 (s, 2H), 3.45-3.16 (m, overlapping with water), 2.91 (dd, 1H), 2.72 (m, 4H).

Provenance & Evidence