Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | HCID 46872516 | HCID 46872516 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 46863230 | HCID 46863230 | 71.6% |
Reaction Steps
To a stirred solution of 6-[(E)-2-(5-methyl-3-phenyl-isoxazol-4-yl)-vinyl]-nicotinic acid methyl ester (200 mg, 0.62 mmol) in toluene (0.5 mL) was added ethanolamine (46 mg, 0.75 mmol) and TBD (26 mg, 0.10 mmol), then the reaction mixture was warmed to 35° C. After 3 h the reaction mixture was concentrated. Purification by chromatography (silica, dichloromethane:methanol 100:0 to 93:7) afforded the title compound (155 mg, 71%) as a white solid after trituration with hexane/ethyl acetate. MS: m/e=350.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08389550B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-a99a8fa7712d4cf4b8f2b3eb76e80b2a |
|---|
| Source note | uspto-grants-2013_03 |
|---|