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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487682Generated: October 30, 2026

Dichloromethane → HCID 86726509, compound

https://huagongshe.com/reaction/1487682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methylcarbamoyl)benzeneboronic acidHCID 2773526—
Reactant2,4-dichloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo(2,3-d)pyrimidineHCID 86679621—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86726509HCID 8672650968%

Reaction Conditions

Temperature90 °C

Reaction Steps

2,4-Dichloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1 equiv), (4-(methylcarbamoyl)phenyl)boronic acid (1.2 equiv), sodium carbonate (3 equiv) and [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) complex with dichloromethane (0.1 equiv) were combined in a 5:1 mixture of 1,4-dioxane and water (0.27 M). The mixture was heated to 90° C. for 3 h. The crude product was purified on silica gel (0-100% ethyl acetate in hexane) to give the title compound (68% yield) an orange solid. MS (ESI) m/z 451.2 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-d6b96ef7e74746b9b0cc24dcfb1d8dab
Source noteuspto-grants-2016_08