Diisopropylethylamine → HCID 66905552, compound

Participants

Reaction Steps

trans-7-Amino-8,8-dimethyl-6-methoxy-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid amide hydrochloride (0.75 g, 2.64 mmol), (3-oxo-propyl)-carbamic acid tert-butyl ester (0.55 g, 3.16 mmol), and N,N-diisopropylethylamine (1.38 mL, 7.92 mmol) were dissolved in dichloromethane (15 mL) at room temperature. Sodium triacetoxyborohydride (1.03 g, 4.85 mmol) was added and the reaction was stirred for 17 h at room temperature. Saturated sodium bicarbonate was added, and the reaction mixture was extracted with dichloromethane. The organic extract was dried with Na2SO4 and concentrated to give the title compound as the crude free base (1.07 g, 100% yield, 79% purity). (m/z): [M+H]+ calcd for C22H35N3O4, 406.3; found, 406.5.

Provenance & Evidence