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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381591Generated: November 2, 2026

Sodium Carbonate → HCID 57990430, compound

https://huagongshe.com/reaction/2381591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 57990352HCID 57990352—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57990430HCID 5799043053.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 2-chloro-N-methyl-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.175 g, 0.38 mmol), Pd(PPh3)2Cl2 (0.053 g, 0.076 mmol) and pyridine-3-ylboronic acid (0.102 g, 0.83 mmol) in dioxane (2 mL) was added a solution of Na2CO3 (0.12 g, 1.14 mmol) in water (1 mL). After degassing, the mixture was heated at 100° C. for 1.5 h. The mixture was purified by flash column chromatography (Hexane/EtOAc=1:1) to give 2-chloro-N-methyl-5-(pyridin-3-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.084 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258144B2
Source datasetuspto-grants-2012_09
ORD IDord-275796ddf2304cdf934dfbdfd77b278c
Source noteuspto-grants-2012_09