numerous options can be envisaged using a variety of hydroxyethyl surrogates such as ethylene oxide (82), b-hydroxy acid/RAE (83), Katritzky salt 84, boronic acid donor 85, stannane 86, and chloroethanol 87 . Most of these building blocks are either unsuitable, unstable (83), inaccessible (85 and 86), or inconvenient to employ (82). In stark contrast, commercial hydrazine 88 ($0.2/g) and chloropyridine 81 ($4-5/g) can be combined in a singlestep process (chloropyridine 81, TsCl, Ni(dme)Cl2, and dNH2-bpy are dissolved in DMF under Ar, then hydrazine 88 and Et3N are added, stirred at r.t. for 30 min followed by heating to 75 °C for 6 hours) in 68% yield. The generally high chemoselectivity encountered in radical cross-couplings can be further leveraged for mild late-stage modifications such as in the case of the direct functionalization of Ticagrelor (Figure ). Without any protecting group chemistry, 89 can be subjected to Mitsunobu with TsNHNH2 to install the sulfonyl hydrazide followed immediately (after aqueous workup) by radical cross-coupling to deliver arylated adduct 90 in 33% yield over 2 steps (along with ca. 20% recovered tosyl hydrazide). It is difficult to conceive of a more direct and simple way to achieve such a transformation.