Triethylamine → HCID 178466806, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (136 μL, 0.97 mol), 1-hydroxybenzotriazole hydrate (99.0 mg, 0.73 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (140 mg, 0.73 mol) were added to an N,N-dimethylformamide solution (4.0 mL) of 3-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)benzoic acid (120 mg, 0.49 mmol) and 6-(tetrazol-5-yl)spiro[chroman-2,4′-piperidin]-4-one hydrochloride (204 mg, 0.63 mol), and then stirred at 90° C. for 30 minutes. The reaction liquid was cooled to room temperature, and water was added thereto. The formed solid was taken out through filtration, and dried overnight at 75° C. under reduced pressure to obtain the title compound as a white solid. 1H-NMR (400 MHz, DMSO-d6) δ: 8.41 (1H, d, J=2.2 Hz), 8.23 (1H, dd, J=8.5, 2.2 Hz), 8.12 (1H, s), 7.93 (1H, br s), 7.63 (1H, d, J=8.0 Hz), 7.32 (1H, d, J=8.8 Hz), 7.03 (1H, br s), 6.97 (1H, dd, J=7.9, 1.6 Hz), 4.14 (2H, q, J=6.9 Hz), 3.87 (3H, s), 3.31-3.28 (4H, m), 2.97 (2H, s), 1.92-1.79 (4H, m), 1.43 (3H, t, J=7.0 Hz). MS [M+H]+=514.

Provenance & Evidence