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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069695Generated: October 24, 2026

1-Pentyn-3-ol → HCID 178459043, compound

https://huagongshe.com/en/reaction/1069695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Pentyn-3-olHCID 92981—
ReactantHCID 178433242HCID 178433242—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 178459043HCID 178459043—

Reaction Steps

Using Method C above, 1-pentyn-3-ol (28.5 mg, 0.34 mmol) (Aldrich) was coupled with (Z)-1,3-dihydro-5-fluoro-4-iodo-3-[(4-methyl-1H-imidazol-5-yl)methylene]-2H-indol-2-one (50 mg, 0.135 mmol) (Starting Material 3 supra) using (Ph3P)2PdCl2 (9.5 mg) and Cul (2.6 mg) as catalyst in DMF (3 mL) and Et3N (3 mL) as solvent at 80° C. for 6 h to give rac-(Z)-1,3-dihydro-5-fluoro-4-(3-hydroxy-1-pentynyl)-3-[(4-methyl-1H-imidazol-5-yl)methylene]-2H-indol-2-one. (Yield 17 mg, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252086B1
Source datasetuspto-grants-2001_06
ORD IDord-ac2b5f9c1bec4a9b803ba92e213ff279
Source noteuspto-grants-2001_06