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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475723Generated: November 1, 2026

Methanol → 5-Bromo-6-methoxy-3-pyridinecarboxylic acid

https://huagongshe.com/reaction/1475723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 5-bromo-6-methoxypyridine-3-carboxylateHCID 46311221—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-6-methoxy-3-pyridinecarboxylic acidHCID 45790466—

Reaction Conditions

Temperature60 °C

Reaction Steps

5-Bromo-6-methoxy-nicotinic acid methyl ester (W. J. Thompson et al., J. Org. Chem. 49 (1984), 5237-5243; 2.00 g, 8.13 mmol) was dissolved in dioxane (40 ml), lithium hydroxide (40 ml of a 1 M solution in water) was added and subsequently sufficient methanol to achieve complete dissolution. The mixture was stirred at 60° C. for 2 h. The methanol was evaporated in vacuo and the remaining mixture was acidified with 2 N hydrochloric acid and extracted with EA. The combined extracts were dried over sodium sulfate, filtered and evaporated to dryness to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-55992b6fb1d943c5ac0348aed49c4555
Source noteuspto-grants-2015_04