Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875048Generated: October 30, 2026

Sodium Carbonate → HCID 59053714, compound

https://huagongshe.com/reaction/875048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
ReactantIsoquinoline-5-boronic acidHCID 599474—
Reactant1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-iodo-2-methyl-, 1,1-dimethylethyl esterHCID 68296428—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
ProductHCID 59053714HCID 59053714—

Reaction Conditions

Temperature100 °C

Reaction Steps

5 ml of dioxane and 0.5 ml of water are added to a mixture, kept under argon, of 179 g (0.5 mmol) of tert-butyl 3-iodo-2-methyl-1H-pyrrolo[2,3-b]-pyridine-1-carboxylate, 87 mg (0.5 mmol) of isoquinoline-5-boronic acid, 159 mg (1.5 mmol) of sodium carbonate and 57 mg (0.05 mmol) of [1,1′bis(diphenylphosphino)ferrocene]palladium(II) dichloride/dichloromethane adduct. The mixture is stirred at 100° C. in a sealed vessel for 26 hours. The reaction mixture is cooled to room temperature, evaporated, and the residue is chromatographed on a silica-gel column with dichloromethane/methanol as eluent: 5-(2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)isoquinoline as colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981101B2
Source datasetuspto-grants-2015_03
ORD IDord-70d7cdbba8be4427939b4b4b848bf6bc
Source noteuspto-grants-2015_03