HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (2-Fluoro-4-iodo-phenyl)-{4-[5-(2-morpholin-4-yl-ethylamino)-[1,3,4]oxadiazol-2-yl]-pyridin-3-yl}-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 3-[(2-Fluoro-4-iodophenyl)amino]isonicotinohydrazide | HCID 11588802 | — |
| Product | (2-Fluoro-4-iodo-phenyl)-{4-[5-(2-morpholin-4-yl-ethylamino)-[1,3,4]oxadiazol-2-yl]-pyridin-3-yl}-amine | HCID 59026835 | — |
Reaction Steps
To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-isonicotinic acid hydrazide (500 mg; 1.34 mmol; 1 eq) in DCM (5 mL) 4-(3-Isothiocyanato-ethyll)-morpholine (255 mg; 1.61 mmol; 1.2 eq) was added. The reaction mixture was refluxed for 4 hrs under argon. A yellow solid precipitated out, which was filtered to afford an intermediate that was suspended in ethanol (5 mL). Iodomethane (190 mg; 1.34 mmol; 1.0 eq) was then added and the reaction mixture was stirred overnight at RT. It was then heated to 80° C. and stirred for another 2 hr. Filtration afforded the yellow solid product 153 mg. LC/MS (Method A) [0.41 min; 511(M+1)]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076486B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-30c4e096ff874bae9bc0a8e3207b5068 |
| Source note | uspto-grants-2011_12 |