Potassium Iodide → 1-(2-Hydroxy-3-phenoxy-propyl)-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Iodide	HCID 4875	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Phenyl glycidyl ether	HCID 31217	—
Reactant	8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione	HCID 21088927	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	1-(2-Hydroxy-3-phenoxy-propyl)-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine	HCID 68828619	—

Reaction Conditions

Temperature	120 °C

Reaction Steps

556 mg of 2-phenoxymethyl-oxirane and 110 mg of potassium iodide are added to a mixture of 1.00 g 3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine and 677 mg of potassium carbonate in 25 ml of N,N-dimethylformamide. The reaction mixture is stirred for approx. eight hours at 120° C. For working up it is diluted with water and extracted with ethyl acetate. The combined extracts are dried over magnesium sulphate, evaporated down and chromatographed through a silica gel column with cyclohexane/ethyl acetate (4:1 to 1:1) as eluant.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07560450B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-835ba3e1e1b24c11afff9eebfbf34bb4
Source note	uspto-grants-2009_07