Lithium Hydroxide → HCID 60142089, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-Butoxy-[4-(3,4-Difluoro-phenyl)-2-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl ester (72 mg, 0.15 mmol) in THF (2.0 ml) was added an aqueous LiOH (1 N, 0.69 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=46 mg, Yield: 66%). 1HNMR: (400 MHz, d6-DMSO) δ 0.91 (s, 5H), 1.00 (s, 4H), 3.56 (s, 1.67H), 3.63 (s, 1.33H), 4.93 (s, 1H), 6.84 (d, J=8.0 Hz, 0.5H), 6.99 (d, J=8.0 Hz, 0.5H), 7.15 (s, 0.5H), 7.30 (m, 1H), 7.44 (m, 0.5H), 7.60 (m, 3H), 8.28 (d, J=8.0 Hz, 1H).

Provenance & Evidence