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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826540Generated: October 25, 2026

Dimethylformamide → Methyl 4-{6-amino-8-(3-fluorophenyl)-2-[2-(1-hydroxycyclohexyl)-1-ethynyl]-9H-9-purinyl}butanoate

https://huagongshe.com/reaction/1826540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-EthylcyclohexanolHCID 16021—
Reactantmethyl 4-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoateHCID 22133918—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTriethylamineHCID 8471—
ProductMethyl 4-{6-amino-8-(3-fluorophenyl)-2-[2-(1-hydroxycyclohexyl)-1-ethynyl]-9H-9-purinyl}butanoateHCID 2213383290%

Reaction Conditions

Temperature70 °C

Reaction Steps

To 162 mg of methyl 4-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoate were added 8 ml of N,N-dimethylformamide, 30 mg of copper(I) iodide, 30 mg of dichlorobis(triphenylphosphine)palladium(II)l, 80 mg of 1-ethylcyclohexanol and 74 μl of triethylamine and the mixutre was stirred in a nitrogen stream at 70° C. for 2.5 hours. After it was allowed to cool, the solvent was evaporated and the resulting reside was subjected to a silica gel column chromatography (25 g of silica gel; chloroform-methanol (100:0-100:1-50:1) to give 144 mg of the title compound. The yield was 90%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039112E1
Source datasetuspto-grants-2006_05
ORD IDord-b78d0325173645d69b871303a936fe98
Source noteuspto-grants-2006_05