Acetic Acid → HCID 59551919, compound

Participants

Reaction Steps

N′-(2-Benzo[1,3]dioxol-5-yl-ethyl)-N-(3-imidazol-1-yl-[1,2,4]thiadiazol-5-yl)-N-methyl-ethane-1,2-diamine (438 mg, 1.20 mmol) was dissolved in methanol (8 mL) and acetic acid (1.0 mL) and stirred at room temperature for 15 minutes. After this period, the sodium triacetoxyborohydride (750 mg, 3.60 mmol) was added and the reaction was allowed to stir at room temperature After this period, the reaction mixture was concentrated down under vacuum. The crude material was purified by Prep LCMS and the fractions were concentrated down. This material was then neutralized with 1M NaOH and extracted with DCM to afford 303 mg of N-(2-benzo[1,3]dioxol-5-yl-ethyl)-N′-(3-imidazol-1-yl-[1,2,4]thiadiazol-5-yl)-N,N′-dimethyl-ethane-1,2-diamine. [M+H]+ 387.31; 1H NMR (400 MHz, CDCl3) δ 8.26 (s, 1H), 7.62 (s, 1H), 7.05 (s, 1H), 6.66-6.53 (m, 3H), 5.85 (s, 1H), 3.12 (m, 3H), 2.68-2.60 (m, 6H), 2.31 (s, 3H).

Provenance & Evidence