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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167097Generated: October 31, 2026

2-Bromopyrimidine → HCID 68180982, compound

https://huagongshe.com/reaction/2167097

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyrimidineHCID 78345—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68181277HCID 68181277—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 68180982HCID 68180982—

Reaction Steps

To a stirred solution of compound 44 (1.2 g, 3.48 mmol) in dry toluene (35 mL) were added 2-bromo-pyrimidine (0.55 g, 3.48 mmol) and NaOtBu (0.47 g, 4.88 mmol) and the solution was purged with argon for 30 minutes. Pd2(dba)3 (0.159 g, 0.17 mmol) and Verkade's super base (0.24 g, 0.70 mmol) were then added and the solution refluxed overnight. The reaction mixture was filtered through Celite® reagent and washed with ethyl acetate. The filtrate was washed with water and brine solution, dried over anhydrous Na2SO4, filtered and concentrated. The crude material was purified by Combiflash® chromatography eluting with 14-15% ethyl acetate-hexane to get compound 47.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09044482B2
Source datasetuspto-grants-2015_06
ORD IDord-047cb0b0b785448680278b5cfbf02147
Source noteuspto-grants-2015_06