Methanol → HCID 11661729, compound

Participants

Reaction Steps

Bring bisazaindole 21 (10 mg, 0.017 mmol) to reflux in KOH at 3%/MeOH (10 mL) for 5 h. Concentrate the reaction mixture, dilute the residue with H2O, add 2N HCl to adjust the pH to 8, extract with CH2Cl2, dry (MgSO4) and concentrate. Purification by flash chromatography leads to 22 (3.4 mg, 46.6%) as an ivory-colored solid: 1H NMR (CDCl3) δ 10.77 (s broad, 1H), 8.22 (d, 1H, J=4.5 Hz), 7.84 (d, 1H, J=7.4 Hz), 7.59 (s, 1H), 7.15 (s, 1H), 7.03 (m, 1H), 6.58 (d, 1H, J=1.2 Hz), 4.73 (s, 3H), 4.25 (s, 3H) overlapping with (t, 2H), 3.99 (s, 3H), 2.80 (t, 2H), 2.51 (m broad, 8H). TLC (MeOH at 10%/CH2Cl2, 0.25% of NH3) Rf=0.40, m/z obs.=421.14 (M+1).

Provenance & Evidence