Hydrochloric Acid → HCID 178490296, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4,6-dihydroxy-5-(2-furanylcarbonyl)amino-2-methylthiopyrimidine (2 g, 7.5 mM), p-methoxyphenethylamine (3.4 g, 22.5 mM), and water (25 ml) was heated at 90° C. for 15 hours. The mixture was then poured into water (100 ml) and acidified with concentrated hydrochloric acid until PH<3. The resultant precipitate was removed by filtration and recrystallised from methanol/water (3:1) to afford 4,6-dihydroxy-5-(2-furanylcarbonyl)amino-2-[(4-methoxyphenyl)ethyl]aminopyrimidine as a white solid (0.46 g, 16.6% yield) m.p. >250° C.; NMR: DMSO-d6 : 2.75(t, 2H, ArCH2), 3.47(brq, 2H, CH2NH), 3.73(s, 3H, OMe), 6.50(brs, 1H, NH), 6.61(m, 1H, furyl-H), 6.87(d, 2H, ArH), 7.16(d, 2H, ArH), 7.17(s, 1H furyl-H), 7.82(d, 1H, furyl-H), 8.64(brs, 1H, NHCO), 10.58(brs, 2H, OH×2); m/e [M+H]+, 371:

Provenance & Evidence