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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527577Generated: October 26, 2026

Hydrazine hydrate (1:1) → 6-[(3-Methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-pyridinamine

https://huagongshe.com/reaction/527577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-[(3-Methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridineHCID 67960646—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-[(3-Methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-3-pyridinamineHCID 6796064893.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a 50 ml round-bottomed flask 2-[(3-methyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridine (Intermediate 99, 38.3 mg) was dissolved in ethanol (10 ml) to give a pale yellow solution. Pd/C (14.22 mg, 0.013 mmol) and hydrazine hydrate (0.026 ml, 0.267 mmol) were added. The reaction mixture was stirred at 90° C. After 45 minutes, the reaction mixture was filtered and the organic phase was evaporated under vacuum to afford the title compound (32 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-9b6725387e184a65b82a608506962a9c
Source noteuspto-grants-2016_05