Acetonitrile → HCID 178517796, compound

HRID 1185169Notes

Reaction equation

HRID 1185169 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-a3c2cc8255b24473b385f06d146236cd
Source dataset
uspto-grants-2014_03
Patent number
US08669251B2

Reaction notes

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