Acetic Acid → HCID 44194822, compound

Participants

Reaction Steps

To a solution of (4-{5-[6-(6-methyl-pyridin-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-pyridin-3-yl}-benzylamino)-acetic acid methyl ester (Example 133) (1 eq, 0.216 mmol, 100 mg) in MeOH (10 ml) is added aqueous NaOH solution (1 M, 25 eq, 5.39 mmol, 5.39 ml). The resulting mixture is stirred for 1 h at r.t. Water is added, then the mixture is adjusted to pH 4 using AcOH, then washed with DCM/isopropanol (3:1). The aqueous layer is concentrated in vacuo, and the remaining residue is purified by column chromatography (DCM/MeOH/NH3) and subsequent reversed phase HPLC giving the title compound; [M+H]+=450; 1H-NMR (400 MHz, CD3OD): δ 9.01 (m, 1H), 8.92 (m, 1H), 8.52 (m, 1H), 8.31 (d, 1H), 8.25 (s, 1H), 7.98-7.87 (m, 3H), 7.69-7.62 (m, 3H), 7.40 (d, 1H), 6.73 (d, 1H), 4.32 (s, 2H), 3.70 (s, 2H), 2.69 (s, 3H).

Provenance & Evidence