Trimethylsilyl iodide → HCID 15950038, compound

Participants

Reaction Steps

Trimethylsilyl iodide (0.35 mL, 2.4 mmol) was added to a solution of 3-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(4-methyl-5-oxo-2,3,4,5-tetrahydro-1,4-benzoxazepin-8-yl)oxy]-N-(5-methylpyrazin-2-yl)benzamide (236 mg, 0.48 mmol) in acetonitrile (10 mL) under an atmosphere of argon and the mixture stirred at RT for 18 hours. The mixture was poured onto a saturated sodium hydrogen carbonate solution (25 mL), the acetonitrile removed in vacuo, and the aqueous layer extracted with ethyl acetate (3×25 mL). The combined organic layers were washed with sodium thiosulphate solution, brine, dried (MgSO4) and evaporated in vacuo to a residue which was chromatographed on silica, eluting with 1% methanol in ethyl acetate, to give the desired compound (107 mg).

Provenance & Evidence