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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777879Generated: October 27, 2026

Tetrahydrofurfuryl alcohol → (Racemic) 6-amino-4-((tetrahydrofuran-2-yl)methoxy)nicotinonitrile

https://huagongshe.com/reaction/1777879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofurfuryl alcoholHCID 7360—
ReactantSodium hydrideHCID 24758—
ReactantDimethylacetamideHCID 31374—
Reactant6-Amino-4-chloro-3-pyridinecarbonitrileHCID 21949219—
SolventEthyl AcetateHCID 8857—
Product(Racemic) 6-amino-4-((tetrahydrofuran-2-yl)methoxy)nicotinonitrileHCID 118036975—

Reaction Conditions

Temperature70 °C

Reaction Steps

6-amino-4-chloronicotinonitrile (intermediate 16, 70 mg, 0.456 mmol) and (tetrahydrofuran-2-yl)methanol (233 mg, 2.28 mmol) were charged into a vial. DMA (1 ml) was added to the mixture at room temperature followed by NaH (60% in mineral oil dispersion, 109 mg, 2.73 mmol). The mixture was then heated at 70° C. for 16 h. The reaction mixture was cooled to room temperature, diluted in EtOAc and washed with aq. pH7 buffer (2×) and brine. The organic layer was dried over

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266883B2
Source datasetuspto-grants-2016_02
ORD IDord-6346b5d6520c4a73b8671c8db3930a11
Source noteuspto-grants-2016_02