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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809645Generated: October 25, 2026

Ammonium formate → 3-(3-Methylpyridazin-4-yloxy)pyridin-2-amine

https://huagongshe.com/reaction/1809645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amineHCID 86641108—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-(3-Methylpyridazin-4-yloxy)pyridin-2-amineHCID 6748593672%

Reaction Conditions

Temperature65 °C

Reaction Steps

3-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine (3.0 g, 12.7 mmol) was charged with MeOH (150 mL). Pd/C (0.67 g, 0.63 mmol) was added followed by ammonium formate (2.23 g, 35.5 mmol). The mixture was heated at 65° C. overnight. The solution was cooled and filtered through GF/F paper. The filtrate was concentrated and the residue was dissolved in dichloromethane and saturated NaHCO3. The organic layer was separated and the aqueous layer was extracted twice with dichloromethane. The combined organics were dried and concentrated to give 3-(3-methylpyridazin-4-yloxy)pyridin-2-amine (1.85 g, 72%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362037B2
Source datasetuspto-grants-2013_01
ORD IDord-ab8f16fdfeb7404c8cd72867e0bbbefb
Source noteuspto-grants-2013_01