HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid methyl ester | HCID 66643651 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide | HCID 49781151 | 18.2% |
Reaction Steps
To a stirred solution of 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid methyl ester (70 mg, 0.22 mmol) in toluene (0.5 mL) was added ethanolamine (16 mg, 0.26 mmol) and TBD (18 mg, 0.12 mmol). After 20 h the reaction mixture was concentrated in vacuo then purified by chromatography (silica, 0 to 10% methanol in dichloromethane) to give the title compound (14 mg, 18%) as a white solid. MS: m/e=350.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fe9aa595507a4ae8b5b23b7669d864e2 |
| Source note | uspto-grants-2012_05 |