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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561383Generated: October 26, 2026

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

https://huagongshe.com/reaction/561383

Reaction equation

Participants

RoleNameHCIDCharge
Reactantproline dl-formHCID 614—
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant5-Fluoro-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392227—
SolventAcetonitrileHCID 6342—
Product5-[(4-Chlorophenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 58392462—

Reaction Steps

0.62 g (4.41 mmol) of 4-chlorobenzaldehyde, 0.64 g (4.41 mmol) of Meldrum's acid and 24 mg (0.21 mmol) of D,L-proline were added to a solution of 1.00 g (4.20 mmol) of the compound from Example 11A in 34 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated to result in 2.21 g (73% of theory) of the title compound with a purity of 64% which were reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-a0eaabdfe6644160b3a6433776630cae
Source noteuspto-grants-2011_11