Ethyl bromoacetate → 4'-(Carbethoxymethylamino)-5,6,7-trimethoxyflavone

HRID 1095280Notes

Reaction equation

HRID 1095280 reaction equation
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]2[O:7][C:8]3[C:13]([C:14](=[O:16])[CH:15]=2)=[C:12]([O:17][CH3:18])[C:11]([O:19][CH3:20])=[C:10]([O:21][CH3:22])[CH:9]=3)=[CH:4][CH:3]=1.Br[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28].C(=O)([O-])[O-].[K+].[K+]>CO>[C:27]([CH2:26][NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[O:7][C:8]3[C:13]([C:14](=[O:16])[CH:15]=2)=[C:12]([O:17][CH3:18])[C:11]([O:19][CH3:20])=[C:10]([O:21][CH3:22])[CH:9]=3)=[CH:23][CH:24]=1)([O:29][CH2:30][CH3:31])=[O:28]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 100193254'-Amino-5,6,7-trimethoxyflavone2×

Product 1

HCID 667833704'-(Carbethoxymethylamino)-5,6,7-trimethoxyflavone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Similar to the preparation of 12a, the title compound is prepared from the reaction of 4′-amino-5,6,7-trimethoxyflavone, 10a, (654 mg, 2 mmol), ethyl bromoacetate (367 mg, 2.2 mmol), and anhydrous potassium carbonate (0.5 g) in methanol (40 ml).

Sources & evidence

ORD record
ord-cb4e5a5eb9a84919baf20a60fa8bf43d
Source dataset
uspto-grants-2012_03
Patent number
US08138165B2

Reaction notes

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