HCID 77221560, compound → HCID 22663243, compound

Participants

Reaction Steps

A solution of cis- and trans-[1-(4-methoxybenzyl)-3-methyl-6-(1-phenyl-2-pyridin-4-yl-vinyl)-1H-indole (70 mg, Example 22) in a mixture of tetrahydrofuran and methanol (20 ml; 1:1, v/v) was heated at 45-50° C. under an atmosphere of hydrogen in the presence of 6% palladium on activated charcoal then stirred overnight at room temperature. The mixture was filtered through celite then evaporated. The residue was subjected to high pressure liquid chromatography using a hypersilC18 BDS column (250×20 ml, 8 micron) and eluting with methanol containing 0.1% ammonium hydroxide to yield the title compound (13 mg) as an oil. NMR (CDCl3): δ 2.30(s, 3H); 3.30-3.40(m, 2H); 3.70(s, 3H); 4.30-4.40(m, 1H); 5.10(s, 2H); 6.80-7.50 (m, 13H); 8.30-8.35(m, 2H); 8.50(bs, 2H).

Provenance & Evidence