Pyridine → HCID 11303033, compound

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Reaction Steps

The product from Example 41A (17.5 mg, 0.0855 mmol), DMAP (catalytic amount), and pyridine (21 μL, 0.26 mmol) were combined in CH2Cl2 (0.5 mL) and treated with 4-tert-butylbenzoyl chloride (33 μL, 0.17 mmol). After stirring for 1 hour, the mixture was diluted with saturated NaHCO3 (1 mL) and extracted with CH2Cl2 (3×1 mL). The organic layer was dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography (50% diethyl ether in hexanes) to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 8.59 (dd, 1H), 7.91 (br s, 1H), 7.83 (d, 2H), 7.81 (dd, 1H), 7.78 (d, 4H), 7.51 (d, 2H), 7.21 (dd, 1H), 1.36 (s, 9H); MS (m/z) 365.

Provenance & Evidence