4-(4-chlorophenoxy)Benzeneethanamine → HCID 178494129, compound

Participants

Reaction Conditions

Reaction Steps

5-(2-Methoxy-pyrimidin-5-ylmethyl)-2-methylsulfanyl-1H-pyrimidin-4-one (30 mg, 0.114 mmol, 1 eq) and 2-[4-(4-Chloro-phenoxy)-phenyl]-ethylamine (42.6 mg, 0.171 mmol, 1.5 eq) were dissolved in dry ethanol (300 μl) and stirred at 130° C. for overnight. Reaction mixture was evaporated and crude residue (72 mg) was sent to HPLC/MS Purification. After HPLC/MS purification combined fractions of desired product were collected and put on lyophilisation to obtain 2-{2-[4-(4-Chloro-phenoxy)-phenyl]-ethylamino}-5-(2-methoxy-pyrimidin-5-ylmethyl)-1H-pyrimidin-4-one (0.020 mmol; yield: 17.5%, HPLC-MS/UV: [M+H]+=464.93; rt: 10.93 min; purity: 95%). 1H NMR (300 MHz; DMSO-d6) δ/ppm 2.77 (t, J=7.02 Hz, 2H), 3.39-3.52 (m, 4H), 3.84 (s, 3H), 6.49 (br.s., 1H), 6.88-7.03 (m, 4H), 7.24 (d, J=7.72 Hz, 2H), 7.40 (d, J=7.02, 2H), 7.61 (s, 1H), 8.44 (s, 2H), 10.92 (br.s., 1H)

Provenance & Evidence