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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943190Generated: November 3, 2026

N-(2,2-Dimethyl-1,3-dioxan-5-yl)-6-methoxy-3-nitropyridin-2-amine → N2-(2,2-Dimethyl-1,3-dioxan-5-yl)-6-methoxypyridine-2,3-diamine

https://huagongshe.com/reaction/1943190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2,2-Dimethyl-1,3-dioxan-5-yl)-6-methoxy-3-nitropyridin-2-amineHCID 58001746—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
ProductN2-(2,2-Dimethyl-1,3-dioxan-5-yl)-6-methoxypyridine-2,3-diamineHCID 58001800—

Reaction Steps

N-(2,2-Dimethyl-1,3-dioxan-5-yl)-6-(methyloxy)-3-nitro-2-pyridinamine (35.00 g, 123.6 mmol) was divided into 2 aliquots, each of which was taken up in 1,4-dioxane (500 ml) and hydrogenated over 10% Pd on carbon (paste, 1:1 w:w with water, 4.00 g) under 1 atm. hydrogen pressure, at room temperature overnight. The mixtures were filtered with suction though Celite, using an argon blanket and taking care to minimise contact of the product with air. The solution was evaporated under reduced pressure to give the title compound as a deep purple oil. This was used immediately in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389524B2
Source datasetuspto-grants-2013_03
ORD IDord-ff57f59e93184bd6a0a430608a31a735
Source noteuspto-grants-2013_03