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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85075Generated: October 30, 2026

Sodium Carbonate → 2-methyl-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/85075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-((4-Methylpiperazin-1-yl)methyl)phenylboronic acidHCID 45496598—
Reactant5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 50987734—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product2-methyl-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 8669166074.1%

Reaction Steps

1-Benzenesulfonyl-5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (378 mg, 1.076 mmole) and 4-((4-methylpiperazin-1-yl)methyl)phenylboronic acid (303 mg, 1.29 mmole) are dissolved in acetonitrile (10 mL) and treated with 10 mL 1 M sodium carbonate solution. To this is added 40 mg of PdCl2(PPh3)2 catalyst, and the mixture is irradiated for 5 minutes at 150 degrees in a Biotage microwave reactor. After cooling, the reaction mixture is diluted with water and extracted with ethyl acetate, dried, and concentrated. MPLC silica gel chromotagraphy 5-20% MeOH in dichloromethane gradient elution, provided 367 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846909B2
Source datasetuspto-grants-2014_09
ORD IDord-c6c47da688594eaea5cf625797af4a36
Source noteuspto-grants-2014_09