HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 5-(but-2-yn-1-yloxy)picolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Bromo-2-butyne | HCID 2756862 | — |
| Reactant | Methyl 5-hydroxypyridine-2-carboxylate | HCID 4715126 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-(but-2-yn-1-yloxy)picolinate | HCID 58449213 | 73.2% |
Reaction Conditions
| Temperature | 100 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404680B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-535408dc90c546b58a0049c7be7a6af1 |
| Source note | uspto-grants-2013_03 |