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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042164Generated: November 2, 2026

Methanol → HCID 58081048, compound

https://huagongshe.com/reaction/1042164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
ReactantHCID 86661830HCID 86661830—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 58081048HCID 5808104861.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-({6-[(methylsulfonyl)methyl]pyridin-3-yl}oxy)-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamide (2.25 g) in tetrahydrofuran (10 mL) and toluene (15 mL) were added ethyl 2-butynoate (1.37 g) and tri-n-butylphosphine (0.99 g), and the mixture was stirred at 90° C. for 1 hr. The reaction mixture was cooled, and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (methanol:ethyl acetate:hexane=0:0:100 to 5:95:0, volume ratio) to give the title compound (1.72 g, yield 61%) as a yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-4870a286d5664c4da41c135c451e4401
Source noteuspto-grants-2013_10