Water → 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-5-(1-phenylcyclohexyl)thiazolo[5,4-b]pyridine

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Reaction Steps

A mixture of 10% palladium on carbon, 50% water wet (0.33 g, 0.31 mmol) and 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-phenylcyclohex-3-enyl)thiazolo[5,4-b]pyridine (0.492 g, 1.0 mmol) under nitrogen was treated with 10 mL THF and exposed to 1 atm H2 gas via balloon. The reaction mixture was allowed to stir 36 h, then flush with nitrogen, filter, rinsing with DCM. The filtrate was concentrated in vacuo to give 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-phenylcyclohexyl)thiazolo[5,4-b]pyridine as a light yellow solid. MS (ESI) m/z: Calculated: 474.2; Observed: 475.1 (M++1).

Provenance & Evidence