HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 20780216, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 21916126 | HCID 21916126 | — |
| Reactant | HCID 178470342 | HCID 178470342 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 20780216 | HCID 20780216 | — |
Reaction Steps
To a solution of 2-bromo-5-trifluoromethyl-3H-imidazole-4-carboxylic acid ethyl ester (3.00 g, 10.45 mmol) and 2-bromo-N-(2,4,6-trimethyl-phenyl)-acetamide (2.94 g, 11.50 mmol) in a mixture of toluene (16 mL) and acetone (8 mL) was added DBU (1.72 mL, 11.50 mmol). The resulting solution was stirred at room temperature for 5 days. Methanol (10 mL) was added to dissolve the precipitate formed, followed by the addition of silica gel (25 g). The solvent was removed under reduced pressure to dryness and the residue was applied to a silica gel-packed column. The isolation of the product was achieved by column chromatography (hexanes-ethyl acetate 4:1). Yield—4.25 g (88%). LC/MS: tR=1.62 min., MS: [M+H]=462.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238699B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-274358d1876640d69c069133f9d4df4d |
| Source note | uspto-grants-2007_07 |