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. 2014 Feb 24;136(12):4697–4705. doi: 10.1021/ja500315x

Scheme 2. Synthesis of 3 and DHX1.

Scheme 2

Reagents and conditions: (a) Et3N, DMF, 110 °C, 20 min, 78%; (b) SOCl2, pyridine, CH2Cl2, DMF, 0 °C, 30 min; (c) Cyclam, DIPEA, CH3CN, reflux, 30 min, 18% (over steps b and c); (d) Benzyl bromide, DIPEA, CH3CN, 25 °C, 2 h, 28%. Counterions are omitted for clarity. DIPEA = diisopropylethylamine.