1,2-Dichloroethane → HCID 178521727, compound

Participants

Reaction Steps

2,2-Difluorocyclopropanecarboxylic acid (6.42 mg, 0.053 mmol), 1H-benzo[d][1,2,3]triazol-1-ol (9.69 mg, 0.072 mmol), EDC (13.74 mg, 0.072 mmol) and sodium bicarbonate (4.01 mg, 0.048 mmol) was added to a solution of 3-(5-morpholino-1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine (20 mg, 0.048 mmol) in DMF (6 mL). The reaction mixture was stirred at room temperature for 24 h, and then the solvent was removed in vacuo. Upon purification by flash chromatography (6% CH3OH/CH2Cl2) afforded the title compound (15 mg). 1H NMR: (400 MHz, CD3OD): δ 8.51 (s, 1H), 7.76-7.72 (m, 1H), 7.68 (m, 1H), 7.58 (m, 1H), 7.05 (m, 2H), 5.86 (dd, 1H, J=2.4 and 9.6 Hz), 3.99 (m, 1H), 3.86 (m, 4H), 3.81 (m, 1H), 3.16 (m, 4H), 2.77-2.69 (m, 1H), 2.61 (m, 1H), 2.18-2.08 (m, 3H), 1.89-1.80 (m, 2H), 1.74-1.68 (m, 2H); ESI-MS [M+H]+: 523.2.

Provenance & Evidence