Lithium Hydroxide → HCID 60141952, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-Butoxy-[4-(4-methoxy-3,5-dimethyl-phenyl)-2-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl ester (130 mg, 0.3 mmol) in THF (3.0 ml) was added an aqueous LiOH (1N, 1.22 ml). The mixture was stirred at 60° C. overnight. LCMS showed SM was consumed, cooled to RT, removed the solvent, added water, extracted with EA to remove impurity, the aqueous layer was adjusted to pH=6 with 1N HCl, extracted with EA, the organic layer was washed with water and brine, dried over Na2SO4, filtered, concentrated to dryness, gave the desired product. (m=73 mg, Yield: 58%): 1HNMR: (400 MHz, d6-DMSO) δ 1.03 (s, 9H), 2.31 (s, 6H), 3.64 (s, 3H), 3.79 (s, 3H), 5.29 (s, 3H), 6.94 (s, 1H), 7.13 (d, J=8.0 Hz, 1H), 7.24 (s, 1H), 7.49 (m, 2H), 8.46 (d, J=8.0 Hz, 1H). LCMS: (10-80 AB—2MIN-E.M): Rt=1.258, purity=96.0%, M+1=424.

Provenance & Evidence