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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243076Generated: October 30, 2026

Purine → HCID 21940652, compound

https://huagongshe.com/reaction/1243076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPurineHCID 1044—
ReactantCesium carbonateHCID 10796—
ReactantIodobenzeneHCID 11575—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 21940652HCID 2194065269.3%

Reaction Steps

Using the general procedure, purine (0.120 g, 1.00 mmol) was coupled with iodobenzene (225 μL, 2.00 mmol) using CuI (9.5 mg, 0.050 mmol, 5.0 mol %), Cs2CO3 (2.1 mmol), trans-N,N′-dimethyl-1,2-cyclohexanediamine (32 μL, 0.20 mmol, 20 mol %) and dimethylformamide (1.0 mL) to give the crude product. Column chromatography (2×1 5 cm, hexane:ethyl acetate 1:2) provided 0.136 g (69% yield) of the product as a white solid. 1H NMR (400 MHz, CDCl3): δ 8.00 (d, J=0.9 Hz, 1H), 7.52 (m, 3H), 7.42 (m, 5H), 6.73 (dd, J=0.6 Hz and J=3.3 Hz, 1H), 7.60 (m, 2H), 7.48 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115784B2
Source datasetuspto-grants-2006_10
ORD IDord-a430936a5ceb40988565bb05aa61005b
Source noteuspto-grants-2006_10