Ammonium Chloride → (2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)thiazolo[5,4-b]pyridine-5-yl)(phenyl)methanol

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Reaction Conditions

Reaction Steps

To a suspension of (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)thiazolo[5,4-b]pyridine-5-yl)(phenyl)methanone (718.0 mg, 1708 μmol) in methanol (12.0 mL) and THF (4.8 mL) was added sodium borohydride (64.6 mg, 1708 μmol), and the resulting solution was stirred at 25° C. for 10 min. Saturated aqueous NH4Cl (10 mL) was then added, and MeOH and THF were removed in vacuo. The resulting suspension was partitioned between ethyl acetate and water). The organic layer was separated and washed with brine, and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated in vacuo to provide (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)thiazolo[5,4-b]pyridine-5-yl)(phenyl)methanol as a yellow solid. MS (ESI) m/z: Calculated: 422.1; Observed: 423.0 (M++1).

Provenance & Evidence