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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950771Generated: October 30, 2026

Potassium Carbonate → Methyl 5-(but-2-yn-1-yloxy)picolinate

https://huagongshe.com/reaction/1950771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-2-butyneHCID 2756862—
ReactantMethyl 5-hydroxypyridine-2-carboxylateHCID 4715126—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-(but-2-yn-1-yloxy)picolinateHCID 5844921373.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-hydroxy-pyridine-2-carboxylic acid methyl ester (271 mg) and 1-bromo-2-butine (283 mg) in DMF (5 ml) was treated with potassium carbonate (367 mg) and heated to 100° C. for 16 h. the mixture was partitioned between water and ethyl acetate, the organic layer was dried, evaporated and the residue was purified by chromatography using heptane/ethyl acetate (gradient from 0-80% ethyl acetate) to give the title product (266 mg) as a pale yellow solid. MS: m/z=206.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404680B2
Source datasetuspto-grants-2013_03
ORD IDord-535408dc90c546b58a0049c7be7a6af1
Source noteuspto-grants-2013_03