HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → HCID 67703741, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-iodo-5-methoxypicolinate | HCID 49766559 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67703741 | HCID 67703741 | 58.3% |
Reaction Steps
Under the conditions of example 1 B, a solution of 22 g of 2-iodo-3-methoxypyridine-6-carboxylic acid methyl ester in 50 ml of dimethylformamide is reacted with 12.6 g of acrylic acid methyl ester in the presence of 5.3 g of bis-triphenylphosphinepalladium(II) chloride, 25.9 g of potassium carbonate and 23.4 g of tetrabutylammonium bromide, worked up, and the crude product is chromatographed on silica gel with hexane/0-30% ethyl acetate. 11 g of 3-(3-methoxy-6-methoxycarbonyl-2-pyridyl)-(2E)-2-propenoic acid methyl ester of melting point 123°-126° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05624943 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-875e44878e014bf1b62a0846eeac75c5 |
| Source note | uspto-grants-1997_04 |