Cesium carbonate → 1H-Isoindol-1-one, 6-fluoro-2,3-dihydro-2-[5-(hydroxymethyl)-3-pyridinyl]-3,3-dimethyl-

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Reaction Steps

A mixture of 6-fluoro-3,3-dimethyl-2,3-dihydro-isoindol-1-one (intermediate A-20 [B], 35.8 mg, 0.2 mmol), (5-bromo-pyridin-3-yl)-methanol (74.8 mg, 0.4 mmol), CuI (3.8 mg, 0.02 mmol), (1S,2S)-cyclohexane-1,2-diamine (4.5 mg, 0.04 mmol) and Cs2CO3 (130 mg, 0.4 mmol) were dissolved in dioxane (5 mL). The reaction mixture was subjected to microwave reaction at 140° C. for 1 hour before it was poured into H2O (50 mL) and extracted with EtOAc (2×25 mL). The organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (52 mg, 92%) as a solid. MS: 287.1 (M+H+).

Provenance & Evidence