Cesium carbonate → HCID 86607910, compound

Participants

Reaction Steps

To a solution of methyl (1R,2R)-1-fluoro-2-{[(4-hydroxyphenyl)sulfonyl]amino}cyclopentanecarboxylate (0.42 g, 1.3 mmol, 1 eq) in DMF (4 mL) was added cesium carbonate (0.86 g, 2 eq) followed by 4-chloromethyl-2-methyl-quinoline. The brown reaction mixture was stirred for 3 days, and then taken up in ethyl acetate, washed with brine, dried over Na2SO4, filtered and concentrated. Purification using silica chromatography eluting with 40-70% ethyl acetate/hexanes afforded methyl (1R,2R)-1-fluoro-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclopentanecarboxylate as an off white solid (0.23 g, 41%). MS: 473.1 (M+H)+.

Provenance & Evidence