4-Hydroxymethylpyridine → 2-(4-t-Butyl-phenyl)-7-(pyridin-4-ylmethoxy)-2,3-dihydro-isoindol-1-one

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Reaction Steps

2-(4-t-Butyl-phenyl)-7-hydroxy-2,3-dihydro-isoindol-1-one (0.201 g), 4-hydroxymethylpyridine (96 mg) and PPh3 (0.212 g) were dissolved in THF (20 mL). DIAD (0.16 mL) was added and the mixture was stirred at RT for 2 h. Solvent was evaporated and the residue was purified by silica gel chromatography (70 g, 100% EtOAc) to afford 2-(4-t-butyl-phenyl)-7-(pyridin-4-ylmethoxy)-2,3-dihydro-isoindol-1-one as a white solid. MS: (ES+) 373(M+H). Calc'd. for C24H24N2O2-372.46.

Provenance & Evidence