HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → ethyl 6-chloro-7-{[isopropyl(methyl)amino]methyl}-2-(trifluoromethyl)-2H-chromene-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-Methylisopropylamine | HCID 78485 | — |
| Reactant | ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69517129 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 6-chloro-7-{[isopropyl(methyl)amino]methyl}-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69517159 | — |
Reaction Steps
The ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate from Example 16, Step 3 (01597/1 PR) (1.0 g, 2.5 mmol) was dissolved in DMF (5 mL). The solution was cooled at ice bath under nitrogen and the isopropyl(methyl)-amine (0.26 mL, 2.5 mmole) was added into the solution followed by addition of potassium carbonate (0.345 g, 2.5 mmol). After the mixture was stirred at r.t for 3 hr, LCMS indicated that the product was formed. The reaction was quenched with water and extracted with EtOAc. The organic layer was washed with brine and dried over MgSO4 and filtered. The filtrate was concentrated to afford the crude product. The ester was of suitable purity to use without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259266B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-39167f5f7ad844f3961b04a2e95b5f93 |
| Source note | uspto-grants-2007_08 |