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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500994Generated: November 2, 2026

Water → HCID 178482760, compound

https://huagongshe.com/reaction/1500994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 178425246HCID 178425246—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178482760HCID 17848276087%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of tert-butyl (2-hydroxy-4,6-dimethylpyridin-3-yl)methylcarbamate (700 mg, 2.78 mmol) in tetrahydrofuran (25 mL), lithium aluminum hydride (1 g, 26.3 mmol) was added in portions at room temperature. Then the mixture was heated at 70° C. for 15 hours with stirring. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (20 mL). And then water (20 mL) was added to the reaction mixture dropwise. The organic phase was separated and concentrated to provide 4,6-dimethyl-3-((methylamino)methyl)pyridin-2-ol as a pale yellow solid (0.4 g, 87%). LRMS (M+H+) m/z: calcd 166.1. found 166.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-2e47daaedcf74fc58fd9e173e00c6d75
Source noteuspto-grants-2015_12