Toluene → HCID 68689746, compound

Participants

Reaction Steps

To a degassed mixture of (R)-2-benzyl-7-methyl-9-bromo-10-hydroxy-1,2,3,4,11,11a-hexahydro-pyrazino[1,2-b]isoquinolin-6-one (45 mg, 0.11 mmol) and Pd(dppf)Cl2 (0.12 g, 0.14 mmol) in dioxane (1.25 mL), 1.1M diethyl zinc in toluene (0.21 mL, 0.22 mmol) was slowly added at 0° C. and heated at reflux for 1 h to give dark brownish reaction mixture. The mixture was then cooled RT and quenched with methanol (10 mL) and filtered off the precipitate and rinsed with more methanol (20 mL). Filtrate was concentrated and purified on prep TLC (SiO2, 95:5, CH2Cl2:MeOH) to give (50 mg, 93%) as a faint yellow oil. MS (ESI) 351 (M+H).

Provenance & Evidence