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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234708Generated: October 28, 2026

Sodium Carbonate → HCID 178489326, compound

https://huagongshe.com/reaction/2234708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 59699754HCID 59699754—
ReactantHCID 178514837HCID 178514837—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178489326HCID 17848932680.2%

Reaction Conditions

Temperature165 °C

Reaction Steps

5-Bromo-3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (200 mg, 0.438 mmol), commercial 1H-pyrazole-3-boronic acid (73.6 mg, 0.637 mmol) and 1,1′-bis(diphenylphosphino)ferrocenepalladium(II)-dichloride dichloromethane adduct (17.8 mg, 0.022 mmol) were combined in dimethylformamide (1.4 mL) and 2 M saturated sodium carbonate (657 μL) under nitrogen. The mixture was heated to 165° C. in the microwave for 900 s. The mixture was diluted with ethyl acetate and the aqueous layer was removed. After drying over sodium sulfate, the crude material was purified by silica gel chromatography to afford 3-(2-methoxy-phenyl)-5-(1H-pyrazol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (156 mg, 80.2%). %). MS: m/z 445 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709645B2
Source datasetuspto-grants-2010_05
ORD IDord-20c8568019e547a3969eadcc215f1113
Source noteuspto-grants-2010_05