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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366647Generated: October 25, 2026

Methyl 4-pentynoate → HCID 59959883, compound

https://huagongshe.com/reaction/366647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-pentynoateHCID 543061—
Reactant(Z)-4-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-oneHCID 18359254—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 59959883HCID 59959883—

Reaction Steps

Using Method D above, methyl 4-pentynoate (163 mg, 1.45 mmol) (see below) was coupled with (Z)-4-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (300 mg, 1.03 mmol) (Starting Material 1 supra) using (Ph3P)2PdCl2 (30 mg) and Cul (15 mg) as catalyst in DMF (5 mL) and Et3N (5 mL) as solvent at 70° C. for 14 h to yield (Z)-5-[2,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-4-pentynoic acid methyl ester. (Yield 120 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130239
Source datasetuspto-grants-2000_10
ORD IDord-ff4140844c3c41c0a19fda4e8644f7f4
Source noteuspto-grants-2000_10