反应详情

Trimethylsilyl iodide (6.06 mL, 42.75 mmol) was added to a solution of 3-hydroxy-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-N-(5-methylpyrazin-2-yl)benzamide (2.71 g, 8.55 mmol) in dry acetonitrile (150 mL) and stirred for 24 h. Methanol (30 mL) was added to quench the reaction and stirred for 10 mins. 10% w/v Aqueous sodium thiosulfate pentahydrate (20 mL) was added to the mixture and the organic solvents removed in vacuo. The residue was brought to pH5 with 1M hydrochloric acid and ethyl acetate (80 mL) added. A yellow solid (1.4 g) was separated by filtration. The aqueous filtrate was reextracted into ethyl acetate (2×80 mL) and the combined organic layers dried (MgSO4), filtered and the solvents removed in vacuo. This residue was combined with the yellow solid obtained above and purified by column chromatography, eluting with 5% to 10% methanol in DCM, to give the title compound (1.70 g)

1. customto quench
2. customthe reaction
3. stirringstirred for 10 mins
4. additionwas added to the mixture
5. customthe organic solvents removed in vacuo
6. additionadded
7. customA yellow solid (1.4 g) was separated by filtration
8. dry with materialthe combined organic layers dried (MgSO4)
9. filtrationfiltered
10. customthe solvents removed in vacuo
11. customobtained above and
12. custompurified by column chromatography
13. washeluting with 5% to 10% methanol in DCM