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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527590Generated: November 2, 2026

Hydrazine hydrate (1:1) → 6-[(3-methyl-3,4-dihydro-2H-chromen-5-yl)oxy]-3-pyridinamine

https://huagongshe.com/reaction/527590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-[(3-methyl-3,4-dihydro-2H-chromen-5-yl)oxy]-5-nitropyridineHCID 67958328—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-[(3-methyl-3,4-dihydro-2H-chromen-5-yl)oxy]-3-pyridinamineHCID 6795852281.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a 50 ml round-bottomed flask 2-[(3-methyl-3,4-dihydro-2H-chromen-5-yl)oxy]-5-nitropyridine (Intermediate 118, 181 mg) was dissolved in ethanol (10 ml) to give a pale yellow solution. Pd/C (33.0 mg, 0.031 mmol) and hydrazine hydrate (0.030 ml, 0.310 mmol) were added. The reaction mixture was stirred at 90° C. After 1 hour, the reaction mixture was filtered and evaporated under vacuum to give the title compound (131.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-4876bf9f11934fcb81c82154038dee93
Source noteuspto-grants-2016_05