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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399624Generated: November 2, 2026

Sodium Iodide → HCID 66955897, compound

https://huagongshe.com/reaction/1399624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantIndolineHCID 10328—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoateHCID 86665647—
SolventAcetonitrileHCID 6342—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 66955897HCID 6695589731%

Reaction Steps

A solution of methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (0.104 g; 0.312 mmol), N,N-diisopropylethylamine (0.122 mL; 0.781 mmol), sodium iodide (0.047 mg; 0.312 mmol) and indoline (0.074 mL; 0.625 mmol) in a mixture of 1-methylpyrrolidin-2-one (0.5 mL) and acetonitrile (0.5 mL) was irradiated in a microwave oven at 160° C. for 30 min. The solution was partitioned between ethyl acetate and water and the organic layer was washed with a saturated solution of sodium thiosulphate, dried over sodium sulphate, filtered and concentrated under reduced pressure. Purification by flash-chromatography on silica using a gradient of ethyl acetate (2-20%) in heptane furnished 0.040 g (31%) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-9192897184f742cbbd06db0da888bbf0
Source noteuspto-grants-2014_12