2-Methoxyethanol → 6-Iodo-4-(2-methoxy-ethoxy)-quinoline-3-carbonitrile
Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][OH:5].Cl[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([I:17])[CH:15]=2)[N:10]=[CH:9][C:8]=1[C:18]#[N:19].[H-].[K+]>C1COCC1>[I:17][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][C:8]([C:18]#[N:19])=[C:7]2[O:5][CH2:4][CH2:3][O:2][CH3:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Similar procedure as described in example 28a was used, starting from 2-methoxy-ethanol, 4-chloro-6-iodo-quinoline-3-carbonitrile (example 14c) and potassium hydride in a solvent system of THF to give 6-iodo-4-(2-methoxy-ethoxy)-quinoline-3-carbonitrile. LC-MS m/e 355 (MH+).
Sources & evidence
- ORD record
- ord-dcad2fc8cede4ab2af0b8a5b28052054
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07250515B2
Reaction notes
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