2,6-Dichloropyrazine → 2-tert-Butoxy-6-chloropyrazine

HRID 914801Notes

Reaction equation

HRID 914801 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[CH3:9][C:10]([CH3:13])([O-:12])[CH3:11].[K+]>O1CCCC1>[C:10]([O:12][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1)([CH3:13])([CH3:11])[CH3:9]

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 23665647Potassium tert-butoxide

Product 1

HCID 222485262-tert-Butoxy-6-chloropyrazineYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After dissolving 3.00 g of 2,6-dichloropyrazine in 40 ml of tetrahydrofuran, 2.26 g of potassium tert-butoxide was added and the mixture was stirred for 5.5 hours at room temperature. The reaction solution was distilled off under reduced pressure, ethyl acetate was added to the residue and filtration was performed with NH silica gel and silica gel. The solvent was distilled off under reduced pressure to obtain the title compound (3.38 g, 90% yield).

Workup

  1. additionwas added
  2. distillationThe reaction solution was distilled off under reduced pressure, ethyl acetate
  3. additionwas added to the residue and filtration
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-3152c0abae6846cdad277c1803894e61
Source dataset
uspto-grants-2007_09
Patent number
US07265108B2

Reaction notes

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