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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425497Generated: October 28, 2026

Ethyl Acetate → HCID 25096254, compound

https://huagongshe.com/reaction/2425497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-2-methanesulfonylpyridineHCID 13433424—
Reactant3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-N-(1-methylpyrazol-3-yl)benzamideHCID 59127122—
CatalystBromotris(triphenylphosphine)copper(I)HCID 11251615—
SolventDimethylacetamideHCID 31374—
ProductHCID 25096254HCID 25096254—

Reaction Steps

A mixture of 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-hydroxy-N-(1-methylpyrazol-3-yl)benzamide (100 mg, 0.29 mmol), 5-bromo-2-methylsulfonyl-pyridine (CAS no. 98626-95-0) (77 mg, 0.32 mmol), cesium carbonate (191 mg, 0.59 mmol) and bromotris(triphenylphosphine)copper(I) (55 mg, 0.06 mmol) in DMA (5 mL) was stirred in a microwave reactor at 160° C. for 6 hours. Ethyl acetate (50 mL) was added and washed with water (50 mL), brine (50 mL), dried (MgSO4), filtered and reduced in vacuo. The residue was chromatographed on silica, eluting with 10-80% ethyl acetate in isohexane to give the desired compound (31 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964725B2
Source datasetuspto-grants-2011_06
ORD IDord-de1175b66f5348b4876dfd59540f2479
Source noteuspto-grants-2011_06