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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58286Generated: October 29, 2026

Water → HCID 86650076, compound

https://huagongshe.com/reaction/58286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
Reactant7-(1-azidoethyl)-6-bromo-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-oneHCID 58111438—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86650076HCID 86650076—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 7-(1-azidoethyl)-6-bromo-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.12 g, 0.38 mmol) and (3-chlorophenyl)boronic acid (0.072 g, 0.46 mmol) in 1,4-dioxane (3 mL) was added a 1 N solution of sodium carbonate in water (0.5 mL, 0.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.022 g, 0.019 mmol). The mixture was stirred at 100° C. overnight. After cooling, the mixture was diluted with ethyl acetate, washed with water, dried over Na2SO4, concentrated, and purified on silica gel (0-30% ethyl acetate/hexanes) to give the desired product. LCMS calculated for C15H13ClN5OS (M+H)+: m/z=346.1. Found: 346.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434746B2
Source datasetuspto-grants-2016_09
ORD IDord-85149c81bf3d457586b2be3a42ffe8d6
Source noteuspto-grants-2016_09