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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490499Generated: October 30, 2026

1-tert-butyloxycarbonyl-5,6-dimethoxy-1H-indole-3-boronic acid → 4-chloro-2-(5,6-dimethoxy-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/490499

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-tert-butyloxycarbonyl-5,6-dimethoxy-1H-indole-3-boronic acidHCID 67147446—
Reactant4-Chloro-5-fluoro-2-(5,6-dimethoxy-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 67147614—
CatalystHCID 178418397HCID 178418397—
Product4-chloro-2-(5,6-dimethoxy-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 67147425—

Reaction Steps

4-Chloro-5-fluoro-2-(5,6-dimethoxy-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine may be prepared by following the procedure described in Example 97c, but starting with 0.750 g of 1-(toluene-4-sulfonyl)-1H-2-iodo-4-chloro-5-fluoropyrrolo[2,3-b]pyridine, 0.534 g of 1-tert-butyloxycarbonyl-5,6-dimethoxyindol-3-boronic acid and 0.096 g of tetrakis(triphenylphosphine)palladium. 0.390 g of 4-chloro-2-(5,6-dimethoxy-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine is thus obtained, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528147B2
Source datasetuspto-grants-2009_05
ORD IDord-483c4656dff842399930f94e5e1eeeca
Source noteuspto-grants-2009_05