1-Butanol → 4-Butoxy-6-iodo-quinoline-3-carbonitrile

HRID 1297745Notes

Reaction equation

HRID 1297745 reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][CH3:4].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>[CH2:1]([O:5][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])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 82127Potassium hydrideHCID 224667694-Chloro-6-iodoquinoline-3-carbonitrile

Product 1

HCID 688298874-Butoxy-6-iodo-quinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Similar procedure as described in example 28a was used, starting from butanol, 4-chloro-6-iodo-quinoline-3-carbonitrile (example 14c) and potassium hydride in a solvent system of THF to give 4-butoxy-6-iodo-quinoline-3-carbonitrile. LC-MS m/e 352 (MH+).

Sources & evidence

ORD record
ord-2ab912a5fa12413f971c24a50958d1b0
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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