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. 2021 Apr 27;64(9):5905–5930. doi: 10.1021/acs.jmedchem.1c00047

Scheme 6. Synthesis of Compound 19.

Scheme 6

Reagents and conditions: (a) NaH, MeI, THF, 0 °C, 5 h, 70%; (b) morpholine, NaOtBu, Pd2(dba)3, xantphos, toluene, 80 °C, 18 h, 48%; (c) DMAP, pyridine, DCM, 50 °C, 18 h, 82%; (d) Pd(OAc)2, 2-nitrobenzoic acid, Ag2O, DMF, 90 °C, 18 h, 2%.