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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391253Generated: October 31, 2026

Sodium Iodide → HCID 86655160, compound

https://huagongshe.com/reaction/391253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantP-AnisidineHCID 7732—
ReactantTriethylamineHCID 8471—
ReactantSodium SulfiteHCID 24437—
ReactantHCID 58339724HCID 58339724—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86655160HCID 8665516057.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

To (1S)-1-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2-bromo-3-cyclopropylpropanoate (418 mg, 1.3 mmol), NaI (198 mg, 1.3 mmol), triethylamine (214 g, 2.1 mmol) and tetrahydrofuran (5 mL) were added. To the solution, p-methoxyaniline (211 mg, 1.7 mmol) and tetrahydrofuran (3 mL) were added. The mixture was stirred at room temperature for 24 hours and further at 40° C. for 20 hours. To the mixture, a saturated sodium sulfite aqueous solution and ethyl acetate were added for extraction. The obtained extract was dried with anhydrous magnesium sulfate, and the solvent was removed away under reduced pressure. The residue was purified with silica gel chromatography to obtain 270 mg of the target compound (yield: 57%, The diastereo ratio calculated by NMR analysis was 92:8.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383833B2
Source datasetuspto-grants-2013_02
ORD IDord-d1d229d964ef4fa29c60f9e6b0bff0b3
Source noteuspto-grants-2013_02