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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366696Generated: October 26, 2026

1-Pentyn-3-ol → HCID 59959878, compound

https://huagongshe.com/reaction/366696

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Pentyn-3-olHCID 92981—
Reactant(3Z)-5-fluoro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-oneHCID 18363902—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 59959878HCID 59959878—

Reaction Steps

Using Method C above, 1-pentyn-3-ol (54.5 mg, 0.65 mmol) (Aldrich) was coupled with (Z)-1,3-dihydro-5-fluoro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (100 mg, 0.26 mmol) (Starting Material 6, supra) using (Ph3P)4Pd (30 mg) and Cul (5 mg) as catalyst in DMF (5 mL) and Et3N (5 mL) as solvent at 85° C. for 18 h to yield rac-(Z)-1,3-Dihydro-5-fluoro-4-(3-hydroxy-1-pentynyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one. (Yield 56 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130239
Source datasetuspto-grants-2000_10
ORD IDord-9a4b80bf88604d1f98e3d6ad40c82eb3
Source noteuspto-grants-2000_10