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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281364Generated: November 1, 2026

Sodium Carbonate → HCID 57990299, compound

https://huagongshe.com/reaction/2281364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 57990352HCID 57990352—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57990299HCID 5799029943.9%

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 (0.05 g, 0.11 mmol), Pd(PPh3)2Cl2 (0.015 g, 0.022 mmol) and pyridine-4-ylboronic acid (0.03 g, 0.24 mmol) in p-dioxane (0.7 mL) was added a solution of Na2CO3 (0.035 g, 0.33 mmol) in water (0.3 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-4-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.02 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-a61c20d8d12d470f99b6548a7b59d94f
Source noteuspto-grants-2015_09