Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68338Generated: October 26, 2026

Sodium Carbonate → 3-(2-tert-butoxy-6-chloropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/68338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantDimethoxyethane ethanolHCID 20074477—
Reactant1-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridineHCID 45588137—
Reactant2-Tert-butoxy-6-chloro-4-iodopyridineHCID 58476298—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
Product3-(2-tert-butoxy-6-chloropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 87401597—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of EXAMPLE 34A (2.6 g, 8.35 mmol) in 5:1 dimethoxyethane/ethanol (90 mL) was added 1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (3.53 g, 9.18 mmol), 1M aqueous sodium carbonate (6.68 mL) and dichlorobis (triphenylphosphine)-palladium (II) (0.29 g, 0.42 mmol). The reaction was heated at 80° C. for 3 hours, cooled, and diluted with ethyl acetate. The solution was washed with brine, dried over magnesium sulfate, filtered and concentrated to give the title compound. MS (ESI) m/e 442.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822446B2
Source datasetuspto-grants-2014_09
ORD IDord-a6c5fcabb7274ee89202bbec57ee8a3f
Source noteuspto-grants-2014_09