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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535425Generated: October 30, 2026

Sodium Carbonate → HCID 86694415, compound

https://huagongshe.com/reaction/535425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant5-Bromo-4,6-dimethylpyrimidineHCID 14922221—
ReactantHCID 86694416HCID 86694416—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 86694415HCID 86694415—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of [6-[2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoylamino]-2-(2-naphthalen-2-ylethynyl)pyridin-3-yl]boronic acid D2b (50 mg, 0.11 mmol), 5-bromo-4,6-dimethylpyrimidine (26 mg, 0.14 mmol), Dichlorobis(triphenylphosphine)-palladium(II) (8 mg, 0.01 mmol), Na2CO3 (34 mg, 0.32 mmol), dioxane (0.9 ml), MeOH (0.3 ml) and water (0.1 ml) is stirred under argon atmosphere for 2 h at 80° C. The mixture is concentrated in vacuo and the product purified by RP HPLC. Yield: 12 mg (21%). HPLC-MS: M+H=536; tR=2.22 min (*Method—6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859541B2
Source datasetuspto-grants-2014_10
ORD IDord-f8703db07e6b43a684618dae75ab0fe4
Source noteuspto-grants-2014_10