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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052525Generated: November 3, 2026

Potassium Carbonate → 4-Chloro-5-((2-methoxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1052525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantThioguaiacolHCID 23642—
Reactant4-chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 86706933—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product4-Chloro-5-((2-methoxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidineHCID 11843376687.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

4-Chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (110 mg, 0.27 mmol) was treated with 2-methoxybenzenethiol (49 μl, 0.40 mmol), copper(I) iodide (77 mg, 0.40 mmol) and potassium carbonate (74 mg, 0.54 mmol) in 2.2 mL dimethylformamide according to the method described in Preparation 86 but heating the reaction mixture at 50° C. overnight. The residue was purified using SP1® Purification System (0% to 15%, hexane-ethyl acetate) to give 69 mg (60% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-26dae4038a5d4670a3e967a32fc21831
Source noteuspto-grants-2016_07