Triethylsilane → 2-Bromo-6-[(4-fluorophenyl)methyl]-3-methoxybenzonitrile

HRID 1632064Notes

Reaction equation

HRID 1632064 reaction equation
[Br:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[C:6]([C:12](=O)[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:3]=1[C:4]#[N:5].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Br:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[C:6]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 58020045HCID 58020045, compound

Product 1

HCID 580199962-Bromo-6-[(4-fluorophenyl)methyl]-3-methoxybenzonitrileYield 94%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of I-123 (0.15 g, 0.45 mmol) in trifluoroacetic acid (1.0 mL) was added triethylsilane (0.55 g, 4.5 mmol). The reaction mixture was stirred at room temperature for 20 h, then concentrated under vacuum to afford I-124 (0.14 g, 94% yield) as white solid.

Workup

  1. concentrationconcentrated under vacuum
  2. customto afford I-124 (0.14 g, 94% yield) as white solid

Sources & evidence

ORD record
ord-209761e3b1424733931d803745ee7a13
Source dataset
uspto-grants-2014_07
Patent number
US08791267B2

Reaction notes

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