Acetonitrile → HCID 178517796, compound

HRID 407757Notes

Reaction equation

HRID 407757 reaction equation
C(#N)C.C(O)(C(F)(F)F)=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), TFA (10 mL), 3-bromopyridin-2-ol (4.0 g, 11.56 mmol), 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 142a (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-b24b210aafa04c07a28e599589a3efa5
Source dataset
uspto-grants-2014_06
Patent number
US08754077B2

Reaction notes

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