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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927216Generated: November 2, 2026

Sodium Azide → HCID 24882976, compound

https://huagongshe.com/reaction/1927216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-Benzyloxybenzyl chlorideHCID 70042—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
CatalystCopperHCID 23978—
CatalystCopper SulfateHCID 24462—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 24882976HCID 248829762.1%

Reaction Steps

To a solution of NMP (200 μL) and water (200 μL) of 3-ethynyl-pyridin-2,6-diamine (20 mg) described in Manufacturing Example 4-3 were added 1-benzyloxy-4-chloromethyl-benzene (37 mg), sodium azide (15 mg), copper sulfate (4.8 mg), and copper (7.4 mg) at room temperature, and this mixture was irradiated for 30 seconds at no higher than 125° C. with 100 W microwaves. Aqueous sodium bicarbonate was added to the reaction mixture, which was extracted with ethyl acetate. The solvent was evaporated from the organic layer under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:3, then with ethyl acetate) to obtain the titled compound (1.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-44713a821f7842a6bdb6182db12ad534
Source noteuspto-grants-2012_05