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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421437Generated: October 27, 2026

Dimethylformamide → 2-Chloro-9-isobutyl-6-[(3S)-3-methylmorpholin-4-yl]-9H-purine

https://huagongshe.com/reaction/421437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsobutyl iodideHCID 10556—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178461593HCID 178461593—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-9-isobutyl-6-[(3S)-3-methylmorpholin-4-yl]-9H-purineHCID 5933354785%

Reaction Conditions

Temperature50 °C

Reaction Steps

An N,N-dimethylformamide (5 ml) suspension of 2-chloro-6-((S)-3-methylmorpholin-4-yl)-9H-purine (839 mg, 3.31 mmol), 1-iodo-2-methylpropane (730 mg, 3.97 mmol), and potassium carbonate (594 mg, 4.30 mmol) was stirred at 50° C. for 4 hours. The reaction mixture was returned to room temperature. Ethyl acetate was added to the reaction mixture and the resulting mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and, after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash silica gel column chromatography (hexane:ethyl acetate=7:3) to give the title compound (868 mg, 85%) as an amorphous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097622B2
Source datasetuspto-grants-2012_01
ORD IDord-1552b0904a754d6892eb31b050fe19c8
Source noteuspto-grants-2012_01