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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403602Generated: November 3, 2026

Water → HCID 70570800, compound

https://huagongshe.com/reaction/2403602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-HydroxymethylpyridineHCID 11472—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86667972HCID 86667972—
SolventDimethylformamideHCID 6228—
ProductHCID 70570800HCID 7057080099.9%

Reaction Steps

Pyridin-4-ylmethanol (112 mg) was dissolved in DMF (4 ml), and NaH (45 mg) was added thereto under ice-cooling. After stirring at the same temperature for 30 minutes, tert-butyl (2-{[3-(2-chloropyrimidin-5-yl)benzyl](methyl)amino}-2-oxoethyl)carbamate (200 mg) was added thereto, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was dried over MgSO4 and evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (0% to 7% MeOH/CHCl3) to obtain tert-butyl[2-(methyl{3-[2-(pyridin-4-ylmethoxy)pyrimidin-5-yl]benzyl}amino)-2-oxoethyl]carbamate (237 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802679B2
Source datasetuspto-grants-2014_08
ORD IDord-d16cf80a3acb43fda2eeb9f9d3dbc03e
Source noteuspto-grants-2014_08