HCID 123432003, compound → HCID 123565669, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve 2-((1S,3R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-(2,6-dichlorophenyl)acetyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-5-yl)acetaldehyde (138 mg, 0.27 mmol) in THF (2.7 mL). Cool to 0° C., add MeMgCl (0.097 mL, 0.29 mmol, 3M in Et2O). Stir 30 min at 0° C. Add water and extract with ethyl acetate three times. Combine the ethyl acetate extracts, dry over sodium sulfate, filter, and concentrate under reduced pressure to give a residue. Purify the residue by silica gel chromatography, eluting with ethyl acetate: hexanes (gradient, 2-60%) to give the title compound as a white foam (122 mg, 0.23 mmol). MS (m/z): 536.2 (M+1).

Provenance & Evidence