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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297538Generated: October 30, 2026

2,5-Dibromopyridine → HCID 11328288, compound

https://huagongshe.com/reaction/2297538

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-DibromopyridineHCID 69353—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
Reactant1-(2,3-dihydro-5-benzofuranyl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 11109045—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 11328288HCID 11328288—

Reaction Steps

1-(2,3-dihydro-5-benzofuranyl)-2,3,4,9-tetrahydro-1H-β-carboline (11.6 g, 40 mmol), 2,5-dibromopyridine (10.42 g, 44 mmol), Pd2dba3 (1.465 g, 1.6 mmol), dppp (1.32 g, 3.2 mmol) and NaOtBu (5.38 g, 56 mmol) were stirred in 60 mL DMF at 80° C. for 3 days. The reaction mixture was filtered through a plug of Celite with CH2Cl2. The reaction mixture was then concentrated, the crude mixture was then loaded on Foxy column (110 g silica gel) and eluted with ethyl acetate/hexane (3:7). The product crystallized out in test tubes. The product was concentrated and then recrystallized from THF to yield the product as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492358B2
Source datasetuspto-grants-2002_12
ORD IDord-aea0da759fb5427ab6b5683ecd03446d
Source noteuspto-grants-2002_12