Propargyl bromide → HCID 11194588, compound

HRID 2427502Notes

Reaction equation

HRID 2427502 reaction equation
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.[CH2:11](Br)[C:12]#[CH:13].C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH2:13]([N:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1]1=[O:10])[C:12]#[CH:11]

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 10199PhthalimidineHCID 10796Cesium carbonate

Product 1

HCID 11194588HCID 11194588, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To 2,3-dihydro-isoindol-1-one (250.0 mg, 1.85 mmol) in acetonitrile (9 mL) was added propargyl bromide (308.6 uL, 2.77 mmol) and cesium carbonate (2.4 g, 7.39 mmol) and the mixture was allowed to stir at 80° C. for two hours. An aqueous workup was done to provide the title compound (303.3 mg, 96%).

Sources & evidence

ORD record
ord-5f3f89964aa64545947994e6597c0592
Source dataset
uspto-grants-2011_06
Patent number
US07968570B2

Reaction notes

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