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

HRID 606147Notes

Reaction equation

HRID 606147 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-3882984b60134561924e284bcf57d88b
Source dataset
uspto-grants-2011_03
Patent number
US07915274B2

Reaction notes

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