Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367480Generated: October 31, 2026

Water → HCID 59619464, compound

https://huagongshe.com/reaction/1367480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-FluorophenolHCID 9732—
ReactantCesium carbonateHCID 10796—
ReactantHCID 59619199HCID 59619199—
SolventDimethylformamideHCID 6228—
ProductHCID 59619464HCID 5961946468.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

(1R,2R,4R) and (1S,2S,4S)-4-(2-Chloro-4-fluoro-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (25 mg, 0.062 mmol, example 56) was dissolved in DMF (1.5 ml) and 4-fluorophenol (14 mg, 0.125 mmol) and Cs2CO3 (61 mg, 0.187 mmol) were added. The reaction mixture was stirred for 4 h at 50° C. Then water was added and the mixture was extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and concentrated. The remaining residue was purified by silica gel chromatography (DCM/EtOAc 9:1) to obtain the title compound (21 mg, 63%) as white solid. MS (EI): 491.1 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893099B2
Source datasetuspto-grants-2011_02
ORD IDord-0ae88e00996e4a71b5ea0a4b9571050b
Source noteuspto-grants-2011_02