Acetonitrile → HCID 178517796, compound

HRID 592891Notes

Reaction equation

HRID 592891 reaction equation
C(#N)C.FC(F)(F)C(O)=O.[Br:11][C:12]1[C:13]([OH:18])=[N:14][CH:15]=[CH:16][CH:17]=1.[I:19]N1C(=O)CCC1=O>O>[Br:11][C:12]1[C:13]([OH:18])=[N:14][CH:15]=[C:16]([I:19])[CH:17]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 120273N-IodosuccinimideHCID 178517701HCID 178517701, compound

Product 1

HCID 178517796HCID 178517796, compoundYield 190.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with acetonitrile (50 mL), trifluoroacetic acid (10 mL), 3-bromopyridin-2-ol (4.0 g, 11.56 mmol) and N-iodosuccinimide (5.2 g, 11.56 mmol). The mixture was stirred at room temperature for 15 h. The mixture was diluted with water (100 mL) and resulting white solid was collected by filtration to afford 214a (6.6 g, 96%) as a white solid. MS-ESI: [M+H]+ 300

Workup

  1. customA 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer
  2. customresulting white solid
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-70fa8ed9ceb84a059f276e44544cede8
Source dataset
uspto-grants-2016_01
Patent number
US09238655B2

Reaction notes

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