Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 67273585 | HCID 67273585 | — |
| Reactant | HCID 67274208 | HCID 67274208 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 42630608 | HCID 42630608 | — |
Reaction Steps
The above prepared benzofuran-3-sulfonic acid amide (0.050 g, 0.254 mmol) was dissolved in 1.5 mL of abs. acetonitrile and treated successively with triethylamine (0.088 mL, 2.5 eq.) and phenyl chloroformate (0.0397 g, 1.0 eq.), and the mixture was then kept at ambient temperature for 1 h. 1-(6-Amino-4-methylsulfanyl-pyridin-2-yl)-3-methyl-urea (see below, 0.0538 g, 1.0 eq.), dissolved in a tiny amount of acetonitrile, was then added, and the mixture heated to 60° C. over night. Cooling, pouring onto crashed ice, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, MeOH/AcOEt=5/95) and crystallization from AcOEt/heptane, delivered eventually 0.016 g of the title compound as off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163778B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-f0c0f65ece53463da459bb58fc9da935 |
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| Source note | uspto-grants-2012_04 |
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