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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246675Generated: October 26, 2026

HCID 71279793, compound → N-(1-(tert-Butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(1-(2-(dimethylamino)ethyl)-6-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide

https://huagongshe.com/reaction/246675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 71279793HCID 71279793—
Reactant2-Bromo-N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamideHCID 86677998—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(1-(tert-Butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(1-(2-(dimethylamino)ethyl)-6-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamideHCID 71279590—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 2-bromo-N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (210 mg, 0.5 mmol) and N,N-dimethyl-2-(6-methyl-3-(tributylstannyl)-1H-indazol-1-yl)ethanamine (1.4 g, 2.85 mmol) with tetrakis(triphenylphosphine)palladium(0) (20 mg, 0.017 mmol), copper iodide (10 mg, 0.52 mmol) in 15 mL of dry DMF was heated to 85° C. overnight under N2. The reaction mixture was cooled to room temperature, diluted with 50 mL of water, extracted with dichloromethane (8×50 mL), combined organics dried with sodium sulfate and concentrated. The crude product was used into the next step without further purification. LCMS: (M+H)+=550.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-9ead19d4747846a2bec1f55a1a7c9cc2
Source noteuspto-grants-2014_02