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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552759Generated: November 1, 2026

Phenylacetylene → HCID 67166225, compound

https://huagongshe.com/reaction/552759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86607332HCID 86607332—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 67166225HCID 6716622560.2%

Reaction Steps

To a solution of N-{[(3aR,4R,6R,6aR)-6-(6-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl}sulfamide (0.14 g, 0.28 mmol) in DMF was added phenylacetylene (0.115 g, 1.13 mmol), CuI (10.6 mg, 0.056 mmol), DIPEA (98 μL, 0.56 mmol) and Pd(PPh3)2Cl2 (10 mg, 0.028 mmol) The solution was stirred for 1 h at r.t. and concentrated. The residue was taken up in DCM, washed with saturated aq EDTA.Na2 (3×20 mL), dried (Na2SO4) concentrated and purified by flash chromatography (20 to 60% EtOAc/DCM) to give the title compound (0.08 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951810B2
Source datasetuspto-grants-2011_05
ORD IDord-df42b5c7a6e54a1aaeadc18dee1cfa49
Source noteuspto-grants-2011_05