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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561378Generated: November 1, 2026

proline dl-form → 5-[(4-Chlorophenyl){7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/561378

Reaction equation

Participants

RoleNameHCIDCharge
Reactantproline dl-formHCID 614—
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant7-[(Ethylsulfanyl)methyl]-1H-indoleHCID 58392289—
SolventAcetonitrileHCID 6342—
Product5-[(4-Chlorophenyl){7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 58392528—

Reaction Steps

1.00 g (7.14 mmol) of 4-chlorobenzaldehyde, 1.03 g (7.14 mmol) of Meldrum's acid and 39.1 mg (0.34 mmol) of D,L-proline were added to a solution of 1.30 g (6.80 mmol) of the compound from Example 10A in 57 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the crude product was stirred in diethyl ether and filtered, and the precipitate was dried under high vacuum to result in 1.38 g (44% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-dc11dcd3f9ad45549bf8dbc4111a09a8
Source noteuspto-grants-2011_11