Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 18619202 | HCID 18619202 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18619277 | HCID 18619277 | — |
Reaction Steps
First, isoamyl nitrite is added dropwise to a mixture of methyl [3-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-6-chloro-2-pyridyloxy]acetate, copper (I) chloride, copper (II) chloride, and acetonitrile at room temperature, and the mixture is stirred for 1 hour. The reaction mixture is poured into 2% hydrochloric acid, and the mixture is extracted with ethyl acetate. The organic layer is washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue is subjected to silica gel column chromatography to give methyl [3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-6-chloro-2-pyridyloxy]acetate (compound a-108).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07109148B2 |
|---|
| Source dataset | uspto-grants-2006_09 |
|---|
| ORD ID | ord-9464c0f92d0249ac831234b6b3c53579 |
|---|
| Source note | uspto-grants-2006_09 |
|---|