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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425493Generated: October 28, 2026

Ethyl Acetate → HCID 59205089, compound

https://huagongshe.com/reaction/2425493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-2-methanesulfonylpyridineHCID 13433424—
Reactantmethyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-benzoateHCID 59127138—
CatalystBromotris(triphenylphosphine)copper(I)HCID 11251615—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 59205089HCID 59205089—

Reaction Steps

A mixture of methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-benzoate (233 mg, 0.84 mmol), 5-bromo-2-methylsulfonyl-pyridine (CAS no. 98626-95-0) (200 mg, 0.84 mmol), cesium carbonate (549 mg, 1.69 mmol) and bromotris(triphenylphosphine)copper(I) (157 mg, 0.17 mmol) in DMA (5 mL) was stirred in a microwave reactor at 160° C. for 6 hours. Ethyl acetate (50 mL) and water were added and the aqueous layer was acidified and extracted with ethyl acetate (2×50 mL). The combined organics were washed with brine, dried (MgSO4) and reduced in vacuo to give the desired compound (0.16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964725B2
Source datasetuspto-grants-2011_06
ORD IDord-a0dbd6a9fe0c4c52a9844618f0f9557e
Source noteuspto-grants-2011_06