HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 10224798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 15541009 | HCID 15541009 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10224798 | HCID 10224798 | 52.7% |
Reaction Steps
To 5-(2-methylsulfonylpyrimidin-4-yl)-2-oxo-6-(3-trifluoromethylphenyl)-1,2-dihydropyridine-3-carbonitrile (160 mg, 0.35 mmol) in DMF, under argon, was added a prepared mixture of aniline (129 μL, 1.30 mmole) and potassium bis(trimethylsilyl)amide (0.5M in toluene) (2.6 mL, 1.30 mmole) under argon. The reaction was stirred for 15 minutes and then quenched into ethyl acetate and water. The pH was adjusted to 5.4 with aqueous potassium hydrogen sulfate solution and the ethyl acetate layer removed and concentrated to give a solid. Trituration of the solid from methanol (4 mL) gave 80 mg of a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06403596B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-642d5d438aaa4a5981e0a71a0dc43a3f |
| Source note | uspto-grants-2002_06 |