HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthol | HCID 18439034 | — |
| Product | [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetonitrile | HCID 18439036 | 92.2% |
Reaction Steps
In a similar manner as described in step 1 of Example 3, the title compound was prepared from 6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthol (0.250 g, 0.564 mmol), prepared in step 2 of Example 8, bromoacetonitrile (0.081 g, 0.68 mmol) and cesium carbonate (0.920 g, 2.82 mmol). Purification on a Biotage FlashElute™ system with a KP-Sil Flash 40+M column (90 g Silica Gel, 60 Å) using 50% methylene chloride in hexane as the eluent gave [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetonitrile as a white solid (0.251 g, 92%), mp 154–155° C. Elemental Analysis for C30H21F3N2O.0.10 CH2Cl2 Calc'd: C, 73.65; H, 4.35; N, 5.71. Found: C, 73.58; H, 4.46; N, 5.64.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186749B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-57c963ee72a24eb3966529c4f82b829b |
| Source note | uspto-grants-2007_03 |