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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194520Generated: November 1, 2026

Tetrahydrofuran → HCID 67009976, compound

https://huagongshe.com/reaction/2194520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-{[(2-Methoxyphenyl)methyl]amino}pyridine-3-carboxylic acidHCID 25706259—
SolventEthyl AcetateHCID 8857—
ProductHCID 67009976HCID 67009976101.8%

Reaction Steps

Under a nitrogen gas stream, 2.50 g (65.8 mmol) of lithium aluminum hydride was added to tetrahydrofuran (100 mL) under ice cooling, and a tetrahydrofuran (70 mL) solution of 8.50 g (32.9 mmol) of 2-(2-methoxybenzylamino)nicotinic acid was added dropwise to the above solution. The resulting mixture was stirred for one hour at room temperature. Ethyl acetate was added to the reaction mixture, and then 26.4 mL of a 10% aqueous solution of sodium hydroxide was added thereto. Insoluble materials were filtered off. The filtrate was concentrated, and the residue thus obtained was dissolved in ethyl acetate, dried, filtered, and concentrated. Thus, 8.18 g (yield: quantitative) of the title compound was obtained as a pale yellow viscous product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-694e6d8ac8224f14aca62f9d4401fb37
Source noteuspto-grants-2012_12