Diisopropylethylamine → HCID 58091617, compound

Participants

Reaction Steps

N,N-Diisopropylethylamine (1.693 mL, 9.69 mmol) was added to a suspension of 4-boronobenzoic acid (321.7 mg, 1.939 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (806.4 mg, 2.121 mmol) in CH3CN (20 mL). After 50 min at room temperature, N-methylcyclopropanamine oxalic acid salt (315.8 mg, 1.960 mmol) was added. After 1.25 h at room temperature, the mixture was purified by reverse phase HPLC (Sunfire S10 30×250 mm column, 30-50% solvent B gradient) to give the expected product (303.6 mg, 72% yield). MS (ES+) m/z: 220 (M+H); LC retention time: 2.40 min (analytical HPLC Method A).

Provenance & Evidence