Hydrochloric Acid → HCID 131715498, compound

Participants

Reaction Conditions

Reaction Steps

0.58 g, 0.9 mmol) was dissolved in anhydrous DMF (18 ml) and cooled to -30° C. 4.56M HCl in dioxane (0.90 ml) was added followed by t-butyl nitrite (0.12 ml). The reaction was left for 30 to 40 min at -30° C. then cooled to -60° C. Triethylamine (0.60 ml) was added followed by the deprotected amide (X) (0.384 g, 0.68 mmol) and a further addition of triethylamine (0.1 ml). The mixture (M) was left to stand, reaching ambient temperature over 2 days. A further amount of (XIV) (0.29 g, 0.45 mmol) in DMF (10 ml) was treated at -30° C. with 4.5M HCl in dioxane (0.45 ml), t-butyl nitrite (0.06 ml) and triethylamine (0.3 ml) as described above and added to the reaction mixture (M) at -30° C. The whole was left to stand, reaching ambient temperature over a further 4 days.

Provenance & Evidence