2,3-Dimethylbenzoic acid → HCID 59314144, compound

Participants

Reaction Steps

2-Amino-indane-2-carboxylic acid ethyl ester (250 mg, 1.2 mmol), 2,3-dimethyl-benzoic acid (183 mg, 1.2 mmol) and HATU (555 mg, 1.46 mmol) are taken in a vial, evacuated and refilled with nitrogen. Anhydrous DMF (2 mL) is added and stirring is initiated. After a few min, DIPEA (0.302 mL, 1.82 mmol) is added and stirred at RT overnight. Analysis by tlc of the reaction mixture (silica, 50% EtOAc/heptanes) indicates complete consumption of the starting amine. Water (10 mL) is added, extracted with EtOAc (3×5 mL), dried over Na2SO4, concentrated and the crude product is chromatographed on a 25 g silica gel column using 20-50% EtOAc in heptane as a gradient to afford 2-(2,3-dimethyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (350 mg, 87%).

Provenance & Evidence