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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359372Generated: October 31, 2026

Ammonia → HCID 21350207, compound

https://huagongshe.com/reaction/1359372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPotassium CarbonateHCID 11430—
Reactant(3S)-3-hydroxypyrrolidin-2-oneHCID 11029774—
ReactantHCID 21942282HCID 21942282—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 21350207HCID 2135020773.4%

Reaction Conditions

Temperature140 °C

Reaction Steps

14.3 g of 2-benzyl-3-methoxymethyloxy-6-iodopyridine (Production Example 12) and 4.1 g of (3S)-3-hydroxy-2-pyrrolidinone synthesized according to a method well-known in a literature (Synthesis, 1978, 614), 4.6 g of cuprous iodide and 13.7 g of potassium carbonate were suspended in 30 ml of 1-methyl-2-pyrrolidinone, followed by heating under stirring at 140° C. in an oil bath for 20 minutes in a nitrogen atmosphere. After cooling as it was, ethyl acetate and aqueous ammonia were added thereto. The mixture was extracted with ethyl acetate, and the organic phase was further washed with brine, dried over anhydrous sodium sulfate and the solvent was removed. The residue was subjected to silica gel column chromatography using 50-60% ethyl acetate as an eluent for separation and purification, to give 9.7 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-7c60aca5584342ae921c235c1a77c595
Source noteuspto-grants-2003_07