HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → methyl [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthol | HCID 18439034 | — |
| Product | methyl [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetate | HCID 86603527 | 93.2% |
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, methyl bromoacetate (0.103 g, 0.676 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 methyl [(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]acetate as an off-white solid (0.271 g, 93%), mp 90–91° C. Elemental Analysis for C31H24F3NO3.0.09 C6H14 Calc'd: C, 72.39; H, 4.87; N, 2.68. Found: C, 72.26; H, 4.68; N, 2.28.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186749B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-f4378b970a004445b3a3db531a2263d4 |
| Source note | uspto-grants-2007_03 |