Diisopropylethylamine → HCID 71576581, compound

Participants

Reaction Steps

A solution of 5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)indolizine-8-carboxylic acid (0.24 mmol) and DIPEA (151 mg, 1.17 mmol) in DMF (5.0 mL) can be stirred at rt for 5 min and then HATU (180 mg, 0.47 mmol) was added. The mixture can be stirred for 10 min prior to the addition of 6-(aminomethyl)-3,3-diethylbenzo[c][1,2]oxaborol-1(3H)-ol hydrochloride (63 mg, 0.25 mmol). And the resulting mixture can be stirred at rt overnight. It can be then concentrated under vacuum, and the residue can be partitioned between 1N HCl and ethyl acetate. The organic layer separated can be concentrated under vacuum, and the residue can be purified by column chromatography and prep-HPLC to provide the final title compound.

Provenance & Evidence