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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921146Generated: October 31, 2026

Acetic Acid → HCID 67491799, compound

https://huagongshe.com/reaction/1921146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
ReactantHCID 67491863HCID 67491863—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67491799HCID 67491799—

Reaction Conditions

Temperature150 °C

Reaction Steps

(2,4-Dimethoxy-benzyl)-(2-methyl-1-aza-bicyclo[2.2.2]oct-3-yl)-amine (70 mg, 0.24 mmol) and 5-bromo chloropyrimidine (93 mg, 0.48 mmol) were dissolved in 1,4-dioxane (1 ml). Glacial acetic acid (42 □L, 0.72 mmol) was added and the reaction mixture was stirred under microwave radiation at 150° C. for 30 minutes. The reaction mixture was concentrated in vacuo, redissolved in EtOAc and washed with 1M aqueous sodium carbonate. The organic phase was dried (Na2SO4), filtered and concentrated in vacuo. The crude reaction mixture was purified by chromatography [eluent gradient: 10-30% MeOH/Et3N (9:1) in EtOAc) to give pure (5-bromo-pyrimidin-2-yl)-(2,4-dimethoxy-benzyl)-(2-methyl-1-aza-bicyclo[2.2.2]oct-3-yl)-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173667B2
Source datasetuspto-grants-2012_05
ORD IDord-02453bd63b874cc08cf8015dc169a01b
Source noteuspto-grants-2012_05