Iodine → HCID 91377919, compound

Participants

Reaction Steps

Add a solution of tert-butyl 1-(6-methylpyridin-3-yl)ethylcarbamate (6.85 g, 29 mmol) to a solution of tert-butyllithium (51.1 mL, 87 mmol) in THF (70 mL) at −78° C. in THF (20 mL) under N2 using a double-tipped needle. After 30 min, add iodine (11.0 g, 43.5 mmol) in THF (25 mL) over 30 min at −78° C. Stir for 1 h and then warm up to RT. Quench with water, extract in ethyl acetate, wash with saturated aqueous sodium chloride, and dry over Na2SO4. Purify on column chromatography 5% to 50% ethyl acetate in hexanes to obtain the title compound (620 mg). MS (ES) m/z 363 [M+1]+.

Provenance & Evidence