HCID 178418573, 화합물 → HCID 178490698, 화합물

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The product from Example 21A (450 mg, 1.28 mmol) in THF (20 mL) was treated dropwise with methylmagnesium bromide (0.85 mL, 2.55 mmol) at −40° C. The reaction was stirred at −40° C. for 1.5 hrs, quenched with saturated NH4Cl and the mixture was extracted with EtOAc (2×). The organics were combined, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 10-80% ethyl acetate/hexane) to afford 220 mg (47%) of the title compound. 1H NMR (400 MHz, CDCl3) δ ppm 1.64 (d, J=6.44 Hz, 3 H) 1.67 (s, 9 H) 3.70-3.78 (m, 1 H) 3.93 (s, 3 H) 5.19 (q, J=6.44 Hz, 1 H) 6.93 (d, J=8.90 Hz, 1 H) 7.37 (dd, J=8.59, 2.76 Hz, 1 H) 7.97 (s, 1 H) 8.06 (d, J=2.76 Hz, 1 H); MS (DCI/NH4+) m/z 369 (M+H)+.

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