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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709759Generated: October 29, 2026

Water → Methyl 5-isobutoxynicotinate

https://huagongshe.com/reaction/709759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-2-methylpropaneHCID 6555—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 5-hydroxypyridine-3-carboxylateHCID 354317—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-isobutoxynicotinateHCID 117760041—

Reaction Conditions

Temperature80 °C

Reaction Steps

Under a nitrogen atmosphere, to a solution of methyl 5-hydroxynicotinate (5.00 g) in DMF (50 mL) were added isobutyl bromide (5.33 mL) and potassium carbonate (9.04 g), and the mixture was stirred at 80° C. for 2 hr. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After silica gel filtration, the solvent was evaporated under reduced pressure to give a crude product of the title compound (5.13 g) as a pale-brown oil. The obtained crude product was directly used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-c1f953ee49e7433da0a0a76540785fc8
Source noteuspto-grants-2015_11