Formaldehyde → HCID 86705517, compound

Participants

Reaction Steps

To a solution of 242 (0.400 g, 0.972 mmol) and DCE (10 mL) at RT was added TEA (0.295 g, 2.91 mmol) and formaldehyde (0.631 g, 7.77 mmol) and the reaction was stirred for 10 min before NaBH(OAc)3 (0.824 g, 3.89 mmol) was added. The reaction was stirred for 2 h at RT. The reaction was poured into satd. aq. Na2CO3 and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with a hexane/EtOAc gradient (3:1 to 1:1) to afford 0.3 g (79.3%) of 2-((S)-(3,4-dichlorophenyl)((R)-1-methylpyrrolidin-2-yl)methyl)isoindoline-1,3-dione (244).

Provenance & Evidence