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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817993Generated: October 29, 2026

Methyl Acrylate → HCID 57810466, compound

https://huagongshe.com/reaction/1817993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant7-Bromo-5-fluoro-3-methyl-1H-indoleHCID 53401203—
Catalystpalladium(II) acetateHCID 167845—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 57810466HCID 57810466—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 7-Bromo-5-fluoro-3-methyl-1H-indole, [which was prepared analogous to I-30, according to the method of Dobbs, A., J. Org. Chem., 66, 638-641 (2001)], (870 mg, 3.8 mmol) and methyl acrylate (819 mg, 9.5 mmol) in triethylamine (4 ml), palladium(II) acetate (112 mg, 0.5 mmol) and tri-o-tolylphosphine (428 mg, 1.42 mmol) was added under argon at rt The reaction mixture was stirred at 100° C. for 3 hrs in a sealed pressure tube and then cooled to rt The reaction mixture was diluted with CH2Cl2 (70 ml), washed with water (3×40 ml), brine, and dried over sodium sulfate. After removal of solvent, the residue purified by column chromatography on silica gel with methanol/dichloromethane as an eluent to give 690 mg of compound I-33 as a solid. 1H-NMR (500 MHz, CDCl3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598397B2
Source datasetuspto-grants-2009_10
ORD IDord-b6984f36306f4f3a95becbd5c2ae8d8c
Source noteuspto-grants-2009_10