HCID 18416688, compound → HCID 135409270, compound

Participants

Reaction Steps

[5-(N-BOC-indol-3-yl)-1H-pyrazol-3-yl]-phenyl-amine (332 mg, 0.89 mmol) was stirred in 50% TFA/CH2C12 (8 mL) at r.t. for 1 h, at which point material had precipitated to a solid block. Solvents were removed in vacuo, and the solid was dissolved in EtOAc (50 mL), washed with saturated NaHCO3 (25 mL) and brine (25 mL), dried (MgSO4) and concentrated in vacIto. Purification by silica gel chromatography (50% to 70% EtOAc/hexanes) gave 182 mg (75%) of [5-(1H-indol-3-yl)-1H-pyrazol-3-yl]-phenyl-amine as a white solid. 1H NMR (300 MHz, DMSO-d6) δ12.06 (s, 1H), 11.41 (s, 1H), 8.38 (s, 1H), 7.80 (d, 1H, J=6.3 Hz), 7.74 (d, 1H, J=2.7 Hz), 7.36-7.47 (m, 3H), 7.11-7.21 (m, 4H), 6.70 (t, 1H, J=7.2 Hz), 6.14 (s, 1H). Anal. (C17H14N4.0.05 H2O) C, H, N. Calculated C=74.19; H=5.16; N=20.36; found C=74.25; H=5.17; N=20.24.

Provenance & Evidence