Potassium Carbonate → 1-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

HRID 633674

Reaction equation

HRID 633674 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH3:12])=[O:4].[CH3:13][N:14]1[C:22]2[N:21]=[C:20]([Cl:23])[N:19]([CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])[C:18]=2[C:17](=[O:29])[NH:16][C:15]1=[O:30].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:12][O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3](=[O:4])[CH2:2][N:16]1[C:17](=[O:29])[C:18]2[N:19]([CH2:24][CH:25]=[C:26]([CH3:27])[CH3:28])[C:20]([Cl:23])=[N:21][C:22]=2[N:14]([CH3:13])[C:15]1=[O:30]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123440Bromomethyl 2-methoxyphenyl ketoneHCID 220297223-Methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

Product 1

HCID 575145351-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.71 g of 2-bromo-1-(2-methoxy-phenyl)-ethanone are added to a mixture of 2.00 g of 3-methyl-7-(3-methyl-2-buten-1-yl)-8-chloro-xanthine and 1.38 mg of potassium carbonate in 15 ml of N,N-dimethylformamide. The reaction mixture is stirred for eight hours at ambient temperature. After aqueous working up the crude product is purified by chromatography through a silica gel column with cyclohexane/ethyl acetate (8:1 to 8:1) as eluant.

Workup

  1. customis purified by chromatography through a silica gel column with cyclohexane/ethyl acetate (8:1 to 8:1) as eluant

Sources & evidence

ORD record
ord-e2eaf13ec1dd48e38ec9ac54f1678d2b
Source dataset
uspto-grants-2016_04
Patent number
US09321791B2

Linked notes

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