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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561377Generated: October 31, 2026

proline dl-form → HCID 58392355, compound

https://huagongshe.com/reaction/561377

Reaction equation

Participants

RoleNameHCIDCharge
Reactantproline dl-formHCID 614—
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
SolventAcetonitrileHCID 6342—
ProductHCID 58392355HCID 58392355—

Reaction Steps

350 mg (2.49 mmol) of 4-chlorobenzaldehyde, 359 mg (2.49 mmol) of Meldrum's acid and 13.6 mg (0.12 mmol) of D,L-proline were added to a solution of 420 mg (2.40 mmol) of the compound from Example 8A in 20 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the crude product was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 650 mg (62% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-31ec3d6ecbaf4c1eb991e1393b39c86b
Source noteuspto-grants-2011_11