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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859062Generated: October 30, 2026

2-Bromophenol → HCID 21865142, compound

https://huagongshe.com/reaction/859062

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromophenolHCID 7244—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineHCID 16747837—
SolventDimethylformamideHCID 6228—
ProductHCID 21865142HCID 2186514281.2%

Reaction Steps

To a solution of 2-bromophenol (2.595 g, 15 mmol, Aldrich) in anhydrous DMF (20 mL) was added NaH (0.68 g, 17 mmol, 60% suspension in mineral oil, Aldrich) in small portions with stirring at room temperature. The reaction mixture was stirred for 0.5 h at room temperature and 4-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidine, (Example 2(a), Method A), (2.586 g, 10 mmol) was added in one portion. The reaction mixture was stirred for 18 h at room temperature and most of the solvent was removed in vacuo. The residue was dissolved in EtOAc, washed with 1N NaOH (2×) and H2O, dried over Na2SO4, filtered and concentrated in vacuum. The residue was recrystallized from EtOAc/hexane to give 3.21 g (81%) of the title compound. MS (ESI, pos. ion) m/z: 397 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148221B2
Source datasetuspto-grants-2006_12
ORD IDord-1c848284eb3646c2a912a53bb5414f6e
Source noteuspto-grants-2006_12