Sodium ethoxide → 4-Azaindole
Reaction equation
FC(F)(F)C([NH:5][C:6]1[C:7]([C:12]#[C:13][Si](C)(C)C)=[N:8][CH:9]=[CH:10][CH:11]=1)=O.[O-]CC.[Na+]>C(O)C>[NH:5]1[C:6]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:12]=[CH:13]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2,2,2-trifluoro-N-(2-trimethylsilanylethynylpyridin-3-yl)acetamide (1.0 eq) and sodium ethoxide (5 eq.) in ethanol is heated at reflux temperature for 10 h, cooled and concentrated in vacuo. The resultant residue is purified by preparative reverse phase HPLC to give the title 4-azaindole.
Workup
- temperatureis heated
- temperatureat reflux temperature for 10 h
- temperaturecooled
- concentrationconcentrated in vacuo
- customThe resultant residue is purified by preparative reverse phase HPLC
Sources & evidence
- ORD record
- ord-2930650ca1d249b885405ad26de4d25a
- Source dataset
- uspto-grants-2004_10
- Patent number
- US06800640B2
Reaction notes
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