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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986384Generated: October 30, 2026

Sodium hydride → HCID 68871620, compound

https://huagongshe.com/reaction/1986384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-HydroxybenzoateHCID 88068—
Reactant2-Bromo-5-nitropyridin-4-amineHCID 13040403—
SolventDimethylformamideHCID 6228—
ProductHCID 68871620HCID 68871620—

Reaction Conditions

Temperature65 °C

Reaction Steps

Under nitrogen, to a solution of 2-bromo-5-nitro-4-pyridineamine (3.67 g, 16.8 mmol) and methyl 3-hydroxybenzoate (2.82 g, 18.5 mmol) in DMF (100 mL), was added NaH (810 mg, 60% suspension, 20.2 mmol). 5 min later, the reaction mixture was heated to 65° C. The reaction mixture was concentrated, taken up in EtOAC, washed with NaOH solution (1.0N), saturated NH4Cl solution and brine, dried over Na2SO4, filtered and concentrated to afford the title compound, which was used directly to next step without further purification. MS (ES+) m/e 290 [+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547779B2
Source datasetuspto-grants-2009_06
ORD IDord-ec46cbc5431345bb9369178d5ae3115b
Source noteuspto-grants-2009_06