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. 2024 Sep 20;67(19):17070–17086. doi: 10.1021/acs.jmedchem.4c00212

Scheme 3. Synthetic Procedure Followed for the Synthesis of 20, 21, and 23.

Scheme 3

Reagents and reactions conditions: (a) triphosgene, Et3N, DCM, 0 °C to room temperature, 3 h; (b) N-methyl-4-nitroaniline, NaH, DMF, room temperature, 1 h. 32% yield over two steps; (c) paraformaldehyde, NaBH4, MeOH, at room temperature for 2.5 h to 60 °C for 16 h, 57% yield; (d) 1-isocyanato-4-nitrobenzene, DMF, room temperature for 16 h, 12% yield. (e) 3-(pyrrolidin-1-ylsulfonyl)aniline, DMF, room temperature, 48 h, 35% yield.