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. 2022 Jul 8;12(31):20004–20021. doi: 10.1039/d2ra01687g

Optimization attempts for Buchwald–Hartwig cross-coupling reaction on compound 2.

graphic file with name d2ra01687g-u3.jpg
Entry Base Phosphine Putative outcomea
1 tBuONa XPhos Cyclopropylamine introduced at position 5 – saponification of the methyl ester
2 Cs2CO3 XPhos Homocoupling of 2
3 LiHMDS XPhos Conversion of the methyl ester into cyclopropylamide
4 Cs2CO3 BrettPhos Homocoupling of 2
a

from LCMS observations.