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. 2022 Feb 5;229:114059. doi: 10.1016/j.ejmech.2021.114059

Scheme 2.

Scheme 2

Synthesis of the compounds 53, 57, 58, 59 and 61 of Table 2. Reagents and conditions: (i) HATU, DIPEA, DMF (53: 25%, 58: 10% over 2 steps); (ii) NBS, DMF, 28 h (25%); (iii) H2N(CH2)2NMe2, Pd2(dba)3, NaOtBu, XPhos, toluene, 100 °C, 6 h (13%); (iv) Zn, Pd2dba3, (o-tol)3P, Zn(CN)2, 50 °C, 1 h (32%); (v) conc. sulphuric acid, nitric acid, 0 °C, 45 min.