Dimethylformamide → HCID 59150482, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,1-dimethylethyl 7-{[(1-methylethyl)amino]carbonyl}-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (0.95 g, 1 eq) in THF (50 ml), cooled to −78° C. under nitrogen atmosphere, t-BuLi (1.7 M pentane solution, 3.7 ml) was added over a 20 min period, then the mixture was allowed to warm to −40° C. and stirred for 1 h at that temperature. Anhydrous DMF (0.27 ml) was added dropwise, then the mixture was allowed to warm to room temperature and quenched with a saturated aqueous solution of NH4Cl (5 ml). After removal of THF, the residue was dissolved in ethyl acetate and the solution washed with 1 N HCl, 5% aqueous NaHCO3 and brine, then dried over Na2SO4 and concentrated to afford a white solid (1.0 g, 97% yield).

Provenance & Evidence