Formaldehyde → HCID 44816057, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(2,4-dichloro-phenyl)-2-ethyl-6-methyl-pyrazolo[5,1-b]oxazole (Intermediate HO)(30 mg, 0.10 mmol, 1 eq.) and dipropylamine (0.042 ml, 0.31 mmol, 3 eq.) in AcOH (0.3 ml) is added formaldehyde (36.5% in water, 0.025 ml, 0.31 mmol, 3 eq.) at RT. The reaction mixture is heated at 50° C. for 2 h then cooled to RT and directly subjected to purification by reverse phase prep-HPLC (Waters system) to yield the title compound (TFA salt) as a colourless resin. HPLC: AtRet=1.89; MS: m/z 408.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 0.96 (t, 6H), 1.22 (t, 3H), 1.73-1.83 (m, 4H), 2.30 (s, 3H), 2.68 (q, 2H), 2.96-3.05 (m, 4H), 4.34 (m, 2H), 7.68 (m, 2H), 7.93 (m, 1H).

Provenance & Evidence