HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → N-(3,5-Dimethylphenyl)-2-[2-(N'-n-propylureido)pyridin-4-ylmethylthio]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Propyl isocyanate | HCID 61033 | — |
| Reactant | 2-(2-aminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide | HCID 11164406 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3,5-Dimethylphenyl)-2-[2-(N'-n-propylureido)pyridin-4-ylmethylthio]pyridine-3-carboxamide | HCID 11305473 | 33% |
Reaction Steps
n-Propyl isocyanate (20 mg, 0.23 mmol) was added to a solution of 2-(2-aminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide (The free base of Compound No. 3-1, 28 mg, 0.077 mmol) in N,N-dimethylformamide (0.60 mL) at room temperature, and the mixture was stirred for 4 hours at 80° C. Ethyl acetate (10 mL) was added to the reaction mixture, the whole was washed with water (15 mL) and brine (15 mL), and then the organic layer was dried over anhydrous magnesium sulfate. The organic layer was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography to give 12 mg of the target compound as a colorless solid(Yield 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544703B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-be4920ea477e49c4be662110cf7719a8 |
| Source note | uspto-grants-2009_06 |