Use of Immobilized Amine Transaminase from <i>Vibrio fluvialis</i> under Flow Conditions for the Synthesis of (<i>S</i>)‐1‐(5‐Fluoropyrimidin‐2‐yl)‐ethanamine

Abstract

Abstract We report on the covalent immobilization of the ( S )‐selective amine transaminase from Vibrio fluvialis ( Vf ‐ATA) and its use in the synthesis of ( S )‐1‐(5‐fluoropyrimidin‐2‐yl)‐ethanamine, a key intermediate of the JAK2 kinase inhibitor AZD1480. Immobilized Vf ‐ATA on glyoxyl‐agarose (activity recovery: 30 %) was used in a packed‐bed reactor to set‐up a continuous flow biotransformation coupled with a straightforward in‐line purification to circumvent the 2‐step process described in literature for the batch reaction. The newly developed biotransformation was run in a homogeneous system including dimethyl carbonate as a green co‐solvent. Optically pure ( S )‐1‐(5‐fluoropyrimidin‐2‐yl)‐ethanamine (ee &gt;99 %) was isolated in 35 % yield.