HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(Trifluoromethyl)nicotinic acid → 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(Trifluoromethyl)nicotinic acid | HCID 2777551 | — |
| Reactant | 6-(Trifluoromethyl)thionicotinamide | HCID 2777886 | — |
| Reactant | 5-Chloromethyl-4-methyl-2-(1-methyl-cyclohexyl)-oxazole | HCID 59295392 | — |
| Reactant | Methyl 2-chloro-4-methoxy-3-oxobutanoate | HCID 59295416 | — |
| Reactant | 5-Chloromethyl-2-(4,4-difluoro-cyclohexyl)-4-methoxymethyl-thiazole | HCID 59295449 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester | HCID 59295390 | 11.2% |
Reaction Steps
10.5 g 6-Trifluoromethyl-thionicotinamide (derived from 6-Trifluoromethyl-nicotinic acid according to the method described for 5-Chloromethyl-4-methyl-2-(1-methyl-cyclohexyl)-oxazole and 5-Chloromethyl-2-(4,4-difluoro-cyclohexyl)-4-methoxymethyl-thiazole) and 10.0 g 2-Chloro-4-methoxy-3-oxo-butyric acid methyl ester were dissolved in 100 ml ethanol and heated under reflux overnight. The cooled reaction mixture was evaporated under reduced pressure and the resulting residue was purified by RP-HPLC to obtain 1.9 g 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709481B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-b4cfbf2419f242eaab6dffa4c6727eef |
| Source note | uspto-grants-2010_05 |