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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469359Generated: October 26, 2026

2H-Indol-2-one, 1,3-dihydro-7-methyl- → 5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/469359

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2H-Indol-2-one, 1,3-dihydro-7-methyl-HCID 3014225—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventEthyl AcetateHCID 8857—
Product5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-oneHCID 58181143—

Reaction Steps

1.92 g (10.9 mmol) 6-chloropyrimidine-4-carboxylic acid chloride, 1.60 g (10.9 mmol) 7-methyl-1,3-dihydro-indol-2-one and 7.33 g (55.0 mmol) aluminium trichloride were heated to 130° C. for 3 h with stirring. The mixture was combined first with ice water and then with EtOAc. The precipitate formed as black flakes was suction filtered and the phases were separated. The aqueous phase was extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, filtered and evaporated down i. vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-6479643787ae47c59e586dda64d16ad0
Source noteuspto-grants-2014_01