Dichloromethane → HCID 57786662, compound

Participants

Reaction Steps

To a cooled solution of 2-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (29 mg, 0.13 mmol) in 2.4 mL of dichloromethane were added 0.11 mL (0.66 mmol) of diisopropylethylamine and 78 uL of a 20% solution of phosgene in toluene at 0 C. The reaction mixture was stirred at 0 C for 20 minutes and transferred into a flask containing 140 mg (18% pure, 0.17 mmol) of dimethyl-pent-2-ynylamine. The reaction mixture was stirred at RT for 18 hour then applied to column chromatography without workup. Chromatography (0->50% in hexanes/ethyl acetate in 30 minutes) gave 27 mg (73 umol, 60%) of the title compound.

Provenance & Evidence