3-Thiophenemethylamine → HCID 68227195, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of 3-(2-methanesulfonyl-pyrimidin-4-yl)-8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazine (from Example 46 supra) (120 mg, 0.32 mmol) and thiophen-3-ylmethanamine (145 mg, 1.28 mmol) was heated at 140° C. with stirring for 2 hours. The oil was purified by chromatography (silica gel, 10 g, 200-300 mesh, eluting with dichloromethane:methanol, 30:1 to 10:1) to afford {4-[8-(4-methyl-piperazin-1-yl)-imidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-yl}-thiophen-3-ylmethyl-amine (Yield 69 mg, 52.8%). 1H NMR (300 MHz, DMSO-d6): δ 8.41 (s, 1H), 8.35 (d, 1H, J=5.4 Hz), 7.94 (t, 1H, J=5.7 Hz), 7.51-7.34 (m, 3H), 7.20-7.12 (m, 2H), 4.56 (d, 2H, J=5.7 Hz), 4.17 (brs, 4H), 2.52-2.44 (m, 4H), 2.23 (s, 3H). LC-MS: [M+H]+ 407.

Provenance & Evidence