tert-Butyldimethylsilyl chloride → HCID 131734788, compound

Participants

Reaction Steps

tert-Butyldimethylsilyl chloride (3.77 g, 25.02 mmol), DIPEA (4.84 ml, 27.7 mmol) and DMAP (51 mg, 0.42 mmol) were added to a solution of (S)-1-((2-(dimethoxymethyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)methyl)-3-hydroxypyrrolidin-2-one (intermediate 103A, 6.7 g, 20.85 mmol) in DMF (15 ml) and DCM (60 ml) at 0° C. The reaction mixture was stirred for 2 days at room temperature, partitioned between water and DCM, the organic layers washed with saturated aqueous NaHCO3, dried over Na2SO4 and evaporated to give the title compound as a brown glass. (UPLC-MS 6) tR 0.94; ESI-MS 436.2 [M+H]+.

Provenance & Evidence