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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464164Generated: October 25, 2026

Ethanol → Ethyl 2-hydroxy-5-[[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethynyl]benzoate

https://huagongshe.com/reaction/1464164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-hydroxy-5-iodobenzoateHCID 13013012—
ReactantHCID 19423420HCID 19423420—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductEthyl 2-hydroxy-5-[[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethynyl]benzoateHCID 1942338777.9%

Reaction Steps

Dichlorobis(triphenylphosphine)palladium (0.07 g, 0. 1 mmol) and copper(I)iodide (0.04 g, 0.2 mmol) were added to a solution of ethyl 2-hydroxy-5-iodobenzoate (14.9 g, 50 mmol) and 4-ethynyl-N-(3-methyl-2-pyridinyl)benzenesulfonamide (14.3 g, 50 mmol) in triethylamine (10 g, 0.1 mol) and dimethylacetamide (60 ml) at 65° C. Hot ethanol was added after 1 h and then hot water (100 ml) with stirring. The solid was filtered off after cooling in the refrigerator and recrystalized from formic acid and water to yield 17.0 g (77%) product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05302718
Source datasetuspto-grants-1994_04
ORD IDord-4417adc9651441d9838bf7f5028e0e50
Source noteuspto-grants-1994_04