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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561385Generated: October 30, 2026

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

https://huagongshe.com/reaction/561385

Reaction equation

Participants

RoleNameHCIDCharge
Reactantproline dl-formHCID 614—
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant6-Fluoro-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392259—
SolventAcetonitrileHCID 6342—
Product5-[(4-Chlorophenyl){6-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 58392508—

Reaction Steps

1.44 g (10.24 mmol) of 4-chlorobenzaldehyde, 1.48 g (10.24 mmol) of Meldrum's acid and 0.06 g (0.51 mmol) of D,L-proline were added to a solution of 2.00 g (10.24 mmol) of the compound from Example 9A in 15 ml of acetonitrile. The reaction mixture was stirred at RT overnight. The precipitated solid was filtered off with suction, washed with acetonitrile and dried under high vacuum. 3.32 g (67% of theory) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-898bab17c81d4356aa22ad99be3677e3
Source noteuspto-grants-2011_11