Cesium carbonate → HCID 66969218, compound

Participants

Reaction Conditions

Reaction Steps

An oven-dried 100 mL Kjeldahl Flask under nitrogen was charged with the product of Example 83 Step 1 (100 mg, 0.161 mmol), dioxane (5 ml), phenylboronic acid (24.48 mg, 0.201 mmol), cesium carbonate (65.4 mg, 0.201 mmol), tricyclohexylphosphine (13.51 mg, 0.048 mmol), and tris(dibenzylideneacetone)dipalladium(0) (17.65 mg, 0.019 mmol). Heated in an 80° C. oil bath for 20 hours. HPLC/MS looks good. Cooled. Poured into 2.5% potassium bisulfate. Extracted three times with ethyl acetate, washed combined organic portions with brine, dried with anhydrous magnesium sulfate, filtered and rotary evaporated filtrate. Subjected to ISCO chromatography eluting with a hexane/ethyl acetate gradient. Evaporation of fractions containing product gave the title compound as a white solid remained. (75 mg, 0.121 mmol, 75% yield). LCMS (ES+) m/z 620.3 (M+H)+.

Provenance & Evidence