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. 2023 Aug 3;66(16):11447–11463. doi: 10.1021/acs.jmedchem.3c00959

Scheme 1. Synthetic Strategy for the Preparation of Target Compounds.

Scheme 1

Reagents and conditions: (i) p-iodobenzene derivative, Pd2(dba)3, SPhos, t-BuOK, toluene, 100 °C, on (Procedure A); (ii) p-chlorobenzonitrile, K2CO3, DMSO, 120 °C, on (Procedure B); (iii) TFA, CH2Cl2, rt, 4 h; (iv) acyl chloride, TEA, CH2Cl2, rt, 2 h (Procedure D); (v) LiAlH4, THF, rt, N2 (Procedure F); (vi) alkyl bromide, K2CO3, ACN, 60 °C, on (Procedure B); (vii) EDC, HOBt, DMF, rt, 6 h (Procedure G).