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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382046Generated: October 31, 2026

Sodium Carbonate → HCID 59971429, compound

https://huagongshe.com/reaction/382046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactant(Z)-4-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-oneHCID 18359254—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59971429HCID 5997142973%

Reaction Steps

In accordance with Method S above, 4-hydroxy-phenyl boronic acid (96.6 mg, 0.70 mmol) (see Gilman, supra) was coupled with (Z)-4-bromo-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (150 mg, 0.47 mmol) (Starting Material 7) using (Ph3P)4Pd (27 mg) (Aldrich) as catalyst in aqueous 2M Na2CO3 (0.47 mL, 0.94 mmol) and DME (10 mL) at reflux for 2 days to give (Z)-1,3-dihydro-4-(4-hydroxyphenyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (yield: 60 mg, 73%, based on 70 mg recovered starting oxindole).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307056B1
Source datasetuspto-grants-2001_10
ORD IDord-578d40a930cd4056b33ef46587b19d41
Source noteuspto-grants-2001_10