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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21287Generated: October 25, 2026

Triethylamine → HCID 86628303, compound

https://huagongshe.com/reaction/21287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-(tert-Butoxycarbonyl)indole-2-boronic Acid (contains varying amounts of Anhydride)HCID 2773302—
Reactant4-Methanesulfonyloxy-5-methoxy-7-iodoisoindolinoneHCID 76846952—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductHCID 86628303HCID 8662830393%

Reaction Steps

In a similar manner to Step 2 of Example 1, 4-methanesulfonyloxy-5-methoxy-7-iodoisoindolinone (50.0 mg, 0.130 mmol) was dissolved in acetonitrile (3 mL), and the solution was treated with 1-(tert-butoxycarbonyl)indole-2-boronic acid (68.1 mg, 0.261 mmol), palladium acetate (2.3 mg, 0.010 mmol), tri(o-tolyl)phosphine (6.3 mg, 0.021 mmol) and triethylamine (0.181 mL, 1.30 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=7/3 to 1/1 to 3/7) to obtain 4-methanesulfonyloxy-5-methoxy-7-(1-(tert-butoxycarbonyl)indol-2-yl)isoindolinone (56.9 mg, yield 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-3fb38c07ba17448c95fa500dea46ca91
Source noteuspto-grants-2010_06