HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Morpholin-4-ylmethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromomethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic Acid Ethyl Ester | HCID 17951768 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Morpholin-4-ylmethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester | HCID 59594678 | 69.9% |
Reaction Steps
To a solution of 500 mg of 4-bromomethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester in 5 mL of acetonitrile was added 190 mg of potassium carbonate and 110.5 mg of morpholine. The resulting mixture was stirred at room temperature overnight. Water was added and the mixture was extracted with dichloromethane. The organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (gradient of dichloromethane/methanol from 100/0 to 50/50) followed by washing of the collected solid with diisopropyl ether to give 355 mg of 4-morpholin-4-ylmethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851493B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-5067e6cf5c034caea3319a75abeb5214 |
| Source note | uspto-grants-2010_12 |