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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485863Generated: October 30, 2026

Sodium Carbonate → HCID 59242670, compound

https://huagongshe.com/reaction/1485863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Chlorothiophene-2-boronic acidHCID 2734324—
ReactantHCID 58257834HCID 58257834—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59242670HCID 5924267077.7%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4-(5-iodo-6-trifluoromethyl-pyridazin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (D10) (0.20 g, 0.436 mmol), 5-chlorothiophene-2-boronic acid (0.082 g, 0.51 mmol), tetrakis(triphenylphosphine)palladium (0) (0.024 g, 0.021 mmol) and sodium carbonate (0.103 g, 0.96 mmol) in dimethoxyethane (3 ml) and water (0.75 ml) was stirred in a sealed tube at 110° C. for 16 h. The mixture was then filtered through a pad of diatomaceous earth and the solvent was evaporated in vacuo. The residue was purified by column chromatography (silica gel; dichloromethane/10% ammonia in methanol (7M) in dichloromethane 97/3) to yield D15 (0.152 g, 67%) as a yellow syrup. C18H20ClF3N4O2S requires 448; Found 449 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422296B2
Source datasetuspto-grants-2016_08
ORD IDord-edf9245de23c41f9bee14252802db946
Source noteuspto-grants-2016_08