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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664447Generated: October 30, 2026

Sodium hydride → 6-Chloro-2-isobutoxy-nicotinamide

https://huagongshe.com/reaction/1664447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,6-Dichloropyridine-3-carboxamideHCID 22142778—
Reactant6-Chloro-2-propoxy-nicotinamideHCID 57968700—
SolventAcetonitrileHCID 6342—
Product6-Chloro-2-isobutoxy-nicotinamideHCID 5796895966.6%

Reaction Steps

To a solution of 2,6-dichloro-nicotinamide (1) (3 g, 15.7 mmol) in acetonitrile (anhydrous, 30 mL) were added 2-methyl-propan-1-ol (2) (1.22 g, 16.5 mmol) and NaH (0.42 g, 16.5 mmol). The reaction was kept at r.t. O/N. The suspension was filtered and the filtrate was concentrated in vacuo. The residue was purified by Biotage silica gel chromatography with 10%-80% EtOAc/hexanes gradient elution to afford 2.39 g (66% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039450B2
Source datasetuspto-grants-2011_10
ORD IDord-95345689c3074fe395cd4c1a507492b4
Source noteuspto-grants-2011_10