Dimethylformamide → 2-[4-(benzyloxy)phenyl]-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-4-yl]acetamide

Participants

Reaction Steps

A mixture of Example 1C (42.0 mg, 0.183 mmol), (4-benzyloxy-phenyl)-acetic acid (47.0 mg, 0.194 mmol), ethyldimethylpropylcarbodiimide hydrochloride (43.0 mg, 0.225 mmol), N-hydroxybenzotriazole (30.0 mg, 0.222 mmol), N-methyl morpholine (46.0 mg, 0.455 mmol) in 2 mL of DMF was shaken for 6 hour. The mixture was concentrated under reduced pressure and the residue dissolved in 1.5 mL of a 1:1 mixture of dimethyl sulfoxide/MeOH and purified by preparative reverse-phase HPLC. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.66 (m, 4H), 2.49 (m, 4H), 2.91 (t, 2H, J=6.60), 3.76 (s, 2H), 4.42 (t, 2H, J=6.60), 5.14 (s, 2H), 7.03 (m, 2H), 7.31–7.50 (m, 9H), 7.68 (m, 1H), 8.30 (s, 1H), 10.16 (s, 1H); MS (DCI/NH3) m/z 455 [M+H]+.

Provenance & Evidence