HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Methyl-3-phenyl-4-isoxazolyl)methylamine → 2-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-thiazole-5-carboxylic acid (tetra-hydro-pyran-4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Methyl-3-phenyl-4-isoxazolyl)methylamine | HCID 2776151 | — |
| Reactant | 2-Chloro-N-(tetrahydro-2H-pyran-4-yl)thiazole-5-carboxamide | HCID 66643757 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-thiazole-5-carboxylic acid (tetra-hydro-pyran-4-yl)-amide | HCID 49780929 | 6% |
Reaction Steps
A stirred solution of (5-methyl-3-phenyl-4-isoxazolyl)methylamine (100 mg, 0.53 mmol) and 2-chloro-thiazole-5-carboxylic acid (tetrahydro-pyran-4-yl)-amide (131 mg, 0.53 mmol) in DMF (3 mL) was heated at 150° C. under microwave irradiation for 1 h. The reaction mixture was cooled and concentrated in vacuo, then purified by chromatography (silica, 0 to 3% methanol in dichloromethane) to give the title compound (12 mg, 6%) as a white solid. MS: m/e=399.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-04e4c51fa9dd4eaa9ebd8a249d767467 |
| Source note | uspto-grants-2012_05 |