Tetrahydrofuran → HCID 69307203, compound

Participants

Reaction Steps

2-methylsulfanyl-ethanol (0.29 mL, 3.36 mmol) was dissolved in THF (5 mL), cooled in an ice bath, and NaH (148 mg, 3.7 mmol) was the added portionwise. After 30 min, a suspension of 4-bromomethyl-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indole (750 mg, 2.24 mmol) in THF (5 mL) was added, and the mixture was stirred at RT overnight. The mixture was then concentrated in vacuo, and the residue purified using flash chromatography on a silica column, eluting with hexane:ethyl acetate 4:1 to 3:7 to yield 1-(2-methanesulfinyl-pyrimidin-4-yl)-4-(2-methylsulfanyl-ethoxymethyl)-1H-indole (390 mg).

Provenance & Evidence