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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538678Generated: October 30, 2026

2-Bromopyrimidine → HCID 68180982, compound

https://huagongshe.com/reaction/538678

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 numberUS08865741B2
Source datasetuspto-grants-2014_10
ORD IDord-ebc76de1fb3e49eab714ba7092232c10
Source noteuspto-grants-2014_10