Homoallyl bromide → HCID 68750609, compound

HRID 624259Notes

Reaction equation

HRID 624259 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].C(N(CC)C(C)C)(C)C.Br[CH2:24][CH2:25][CH:26]=[CH2:27]>CN(C)C=O>[CH2:27]([O:13][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[NH:8][C:7](=[O:12])[CH:6]=1)[CH2:26][CH:25]=[CH2:24]

Participants

5

Reactant 3

HCID 21241Homoallyl bromideHCID 81531DiisopropylethylamineHCID 547057622,4-QUINOLINEDIOL

Product 1

HCID 68750609HCID 68750609, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 6-chloro-4-hydroxyquinolin-2(1H)-one (800 mg, 4.09 mmol) and N,N-diisopropylethylamine (1415 μl, 8.18 mmol) in dimethylformamide (13.6 ml) was added 4-bromo-1-butene (415 μl, 4.09 mmol). The solution was heated to 60° C. and stirred for 18 hours. The reaction mixture was purified by column chromatography to provide the title compound.

Workup

  1. customThe reaction mixture was purified by column chromatography

Sources & evidence

ORD record
ord-04064d47bde24dc28b983b5cec8bc57b
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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