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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382077Generated: November 2, 2026

Sodium Carbonate → HCID 18363911, compound

https://huagongshe.com/reaction/382077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactant(3Z)-5-fluoro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-oneHCID 18363902—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 18363911HCID 18363911—

Reaction Steps

A solution of (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 13), 2M aqueous Na2CO3 solution (0.26 mL), (Ph3P)2PdCl2 (21.2 mg, 0.026 mmol) and 4-hydroxyphenylboronic acid (53.9 mg, 0.39 mmol) in 1,2-dimethoxyethane (10 mL) was heated at 104° C. for 4 days. The reaction mixture was filtered and concentrated. The crude material was purified by reverse phase HPLC to give (Z)-1,3-Dihydro-5-fluoro-4-(4-hydroxyphenyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one. (Yield 41 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307056B1
Source datasetuspto-grants-2001_10
ORD IDord-499d7391f41e4b6ca9228b09a78e724b
Source noteuspto-grants-2001_10