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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906385Generated: October 25, 2026

3-Methylbut-1-yne → 6-Methoxy-4-(3-methylbut-1-ynyl)pyridin-3-amine

https://huagongshe.com/reaction/906385

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylbut-1-yneHCID 69019—
Reactant4-Iodo-6-methoxypyridin-3-amineHCID 11021287—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
Product6-Methoxy-4-(3-methylbut-1-ynyl)pyridin-3-amineHCID 58025065—

Reaction Steps

To a solution of 4-iodo-6-methoxypyridin-3-amine (Compound 3, 845 mg, 3.4 mmol) in Et3N (12 ml) in a re-sealable pressure tube was added Pd(PPh3)2Cl2 (24 mg, 0.034 mmol), Cul (7.0 mg, 0.034 mmol), and 3-methyl-1-butyne (0.66 ml, 6.8 mmol). The mixture was stirred at room temperature for 20 h and the solvent was removed in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012992B2
Source datasetuspto-grants-2011_09
ORD IDord-a6eee441f3c048f693e4ef225d2ed63c
Source noteuspto-grants-2011_09