[CH2:1]([C:3]1[CH:4]=[N:5][CH:6]=[C:7]([F:11])[C:8]=1[CH2:9]O)[CH3:2].[Br:12]P(Br)Br>ClCCl>[BrH:12].[Br:12][CH2:9][C:8]1[C:7]([F:11])=[CH:6][N:5]=[CH:4][C:3]=1[CH2:1][CH3:2]To a solution of (3-ethyl-5-fluoropyridin-4-yl)methanol (1.5 g, 9.7 mmol) in anhydrous dichloromethane (75 mL) was added tribromophosphane (1 mL, 10.5 mmol). The mixture was stirred at room temperature overnight. Dichloromethane was evaporated. The residue was dried in vacuo, affording 4-(bromomethyl)-3-ethyl-5-fluoropyridine hydrobromide. The crude product was used without further purification.
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