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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174558Generated: November 4, 2026

1,2-Dimethoxyethane → HCID 24967983, compound

https://huagongshe.com/reaction/1174558

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4-(tert-Butyl)-N-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamideHCID 58728993—
ReactantHCID 59557849HCID 59557849—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 24967983HCID 24967983105.4%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 5-Bromo-3-(5-tert-butyl-1H-pyrazol-3-ylamino)-1-methyl-1H-pyridin-2-one (125 mg; 0.38 mmol), 4-tert-butyl-N-[2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzamide (180 mg; 0.46 mmol), tetrakis-(triphenylphosphine)palladium (24 mg; 0.02 mmol), sodium carbonate (400 mg; 1.2 mmol), and 1,2-dimethoxyethane (4 mL) and water (4 mL) were heated in a sealed microwave reactor for 5 min (135° C., 300 W). The mixture diluted with ethyl acetate, adsorbed onto silica gel, and flash chromatographed (9:1 CH2Cl2:MeOH) to give 4-tert-Butyl-N-{3-[5-(5-tert-butyl-1H-pyrazol-3-ylamino)-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl]-2-methyl-phenyl}-benzamide as a tan solid (205 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838523B2
Source datasetuspto-grants-2010_11
ORD IDord-cdc1ddfdf0ff4c9388f8245e183a745d
Source noteuspto-grants-2010_11