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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561384Generated: October 31, 2026

proline dl-form → HCID 58392087, compound

https://huagongshe.com/reaction/561384

Reaction equation

Participants

RoleNameHCIDCharge
Reactantproline dl-formHCID 614—
Reactant2-NaphthalenecarboxaldehydeHCID 6201—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant7-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392187—
SolventAcetonitrileHCID 6342—
ProductHCID 58392087HCID 58392087—

Reaction Steps

694 mg (4.44 mmol) of naphthalene-2-carbaldehyde, 640 mg (4.44 mmol) of Meldrum's acid and 24 mg (0.21 mmol) of D,L-proline were added to a solution of 750 mg (4.23 mmol) of the compound from Example 8A in 35 ml of acetonitrile. The reaction mixture was stirred at RT overnight. Then a further 35 ml of acetonitrile were added, and the mixture was stirred at RT for two days. It was concentrated, the residue was stirred in water, and the precipitate was filtered off with suction and dried in vacuo at 50° C. for 1 h. The crude product was stirred in acetonitrile, and the precipitate was filtered off with suction and dried under high vacuum to result in 882 mg (45% of theory) of the title compound which were reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-5aeab0f5795d4771b49c96dad559d854
Source noteuspto-grants-2011_11