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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189005Generated: October 29, 2026

Tetrahydrofuran → HCID 66898283, compound

https://huagongshe.com/reaction/1189005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
ReactantHCID 86652848HCID 86652848—
SolventTolueneHCID 1140—
ProductHCID 66898283HCID 6689828355%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 7-[2-methoxy-1-(methoxymethyl)ethoxy]-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carbothioamide (1.69 g), ethyl 2-butynoate (0.84 mL), tributylphosphine (0.9 mL), tetrahydrofuran (20 mL) and toluene (30 mL) was stirred at 50° C. for 13 h. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (methanol/ethyl acetate/hexane=0/20/80 to 5/95/0, volume ratio), followed by basic silica gel column chromatography (ethyl acetate/hexane=20/80 to 90/10, volume ratio) to give the title compound (1.14 g, 55%) as a brownish amorphous solid. MS 578 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-05ccbfbeed074b529a1c4e5fec81f998
Source noteuspto-grants-2014_03