2,6-Difluoropyridine → HCID 68752186, compound

HRID 1622052Notes

Reaction equation

HRID 1622052 reaction equation
[CH:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].C[Si](C)(C)[N-][Si](C)(C)C.[K+].F[C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[N:27]=1>O1CCCC1>[F:32][C:28]1[N:27]=[C:26]([C:1]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)[CH3:2])[CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 739342,6-DifluoropyridineHCID 3251421Potassium bis(trimethylsilyl)amideHCID 14762641HCID 14762641, compound

Product 1

HCID 68752186HCID 68752186, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

26.8 g (145 mmol) of 2,2′-(ethane-1,1-diyl)dipyridine were dissolved in 400 ml of tetrahydrofurane. A solution of 32 g (160 mmol) of potassium hexamethyldisilazide in 240 ml tetrahydrofuran was added. Meanwhile the solution coloured to dark red. After stirring for one hour 16.8 g (145 mmol) of 2,6-difluoropyridine was added in one batch. The mixture was heated under reflux for 1 hour.

Workup

  1. additionwas added in one batch
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 1 hour

Sources & evidence

ORD record
ord-60f7cd6f7a834b89882cd209f3ab5e0a
Source dataset
uspto-grants-2014_07
Patent number
US08778512B2

Reaction notes

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