Water → 5-Bromo-2-(tetrazol-1-yl)pyridine

HRID 2120105Notes

Reaction equation

HRID 2120105 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[NH:9]1[CH:13]=[N:12][N:11]=[N:10]1.C(=O)([O-])[O-].[K+].[K+].O>CN1CCCC1=O>[N:9]1([C:2]2[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=2)[CH:13]=[N:12][N:11]=[N:10]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 693532,5-DibromopyridineHCID 178418441HCID 178418441, compound

Product 1

HCID 41365425-Bromo-2-(tetrazol-1-yl)pyridine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In 10 ml of 1-methyl-2-pyrrolidone was dissolved 1.0 g of 2,5-dibromopyridine and the solution was added with 0.5 g of 1,2,3,4-tetrazole, along with 1.75 g of potassium carbonate. The reaction mixture was reacted at 100° C. for 3 hours with stirring. After completion of the reaction, the reaction mixture was added with water and extracted with ethyl acetate. The organic layer thus obtained was dehydrated, filtered and concentrated and the concentrate was subjected to column chromatography to give the title compound. 0.8 g.

Workup

  1. customThe reaction mixture was reacted at 100° C. for 3 hours
  2. customAfter completion of the reaction
  3. extractionextracted with ethyl acetate
  4. customThe organic layer thus obtained
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-503b3035cd76453197441cdc73bc0c30
Source dataset
uspto-grants-2004_02
Patent number
US06689779B2

Reaction notes

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