Diisopropylethylamine → HCID 118235436, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Example 23 (0.108 g, 0.22 mmol), O-methylhydroxylamine hydrochloride (0.022 g, 0.26 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.053 g, 0.26 mmol) and DIPEA (0.057 g, 0.44 mmol) in DMF (5 mL) was stirred at r.t. for 18 h. Further O-methylhydroxylamine hydrochloride (0.10 g, 1.2 mmol) and DIPEA (300 μL) were added and the reaction mixture was heated at 50° C. for 2 days. The reaction mixture was cooled to r.t., treated with water (10 mL) and extracted with DCM (3×50 mL). The combined organic layers were concentrated in vacuo, and the resulting orange oil was purified by FCC (eluting with 3-10% MeOH in DCM), to give the title compound (4 mg, 3%) as an orange solid. HPLC-MS (pH 10): MH+ m/z 523.8 [M+H]+, RT 1.82 minutes.

Provenance & Evidence