Hydrochloric Acid → HCID 86639692, compound

Participants

Reaction Steps

A 250 mL round-bottomed flask was charged with 3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(pyridin-2-ylmethylthio)pyridin-2-amine (prepared in Example 46, 6.6 g, 16 mmol), 2-aminoethanethiol hydrochloride (2.7 g, 24 mmol), and 6M HCl (125 mL). The reaction was heated to reflux for 3 hours. The reaction was concentrated on rotary evaporator to about 40 mL and the resultant solids were removed by filtration. The filtrate was further concentrated and the resultant solids were removed by filtration. This procedure was repeated. The solids were combined to afford the title compound (4.6 g, 73% yield) as a white solid. 1H NMR (DMSO-d6) δ 11.63 (bs, 1H), 8.75 (m, 1H), 8.32 (td, 1H), 7.82 (d, 1H), 7.77 (m, 2H), 7.35 (d, 1H), 6.92 (d, 1H), 4.50 (s, 2H), 2.34 (s, 3H). Mass spectrum (apci) m/z=331.1 (M+H-2HCl).

Provenance & Evidence