HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57527230, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | HCID 57527231 | HCID 57527231 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57527230 | HCID 57527230 | 85% |
Reaction Steps
To a solution of 2-(ethylsulfonyl)-6-(3-(2-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)pyridine-3-amine (1.04 g, 2.89 mmol, 1.0 eq.) in THF under nitrogen at 0° C. was added benzoyl isothiocyanate (0.47 mL, 3.50 mmol, 1.2 eq.). The cold bath was removed, and the reaction mixture was stirred to room temperature for 20 min. It was then heated to 70° C. for 6 h. After cooling to room temperature, it was diluted with EtOAc and water. The layers were separated, and the organi layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Trituration with EtOAc afforded N-(5-(3-(2-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)thiazolo[5,4-b]pyridine-2-yl)benzamide as a light tan solid (1.05 g, 85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473784B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-a9297f637b604cc9bc8a4141f9eedfec |
| Source note | uspto-grants-2009_01 |