HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenyl)-2-(4-fluoro-phenyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluorophenylacetyl chloride | HCID 3744988 | — |
| Reactant | Benzenamine, 2-bromo-4-(4-morpholinyl)-6-(trifluoromethyl)- | HCID 67405904 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenyl)-2-(4-fluoro-phenyl)-acetamide | HCID 11340157 | 9% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
2-Bromo-4-morpholin-4-yl-6-trifluoromethyl-phenylamine (0.236 g) and 4-fluorophenylacetyl chloride (0.105 mL) were dissolved in acetonitrile (5 mL) and heated to 150° C. for 10 minutes in a sealed microwave process vial. Water (25 mL) was added and the product was extracted with ethyl acetate (3×25 mL). The organic phases were washed with brine (50 mL), dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by flash chromatography to furnish 0.027 g (9%) of the title compound as an off-white solid. LC-MS (m/z) 462 (MH+); tR=2.84, (UV, ELSD) 96%, 100%. 1H NMR (500 MHz, DMSO-d6): 3.23 (m, 4H), 3.62 (s, 2H), 3.72 (m, 4H), 7.14 (dd, 2H), 7.19 (d, 1H), 7.35 (dd, 2H), 7.46 (d, 1H), 9.78 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501414B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-0b4fd8f361d640e4ab0811af31b04b92 |
| Source note | uspto-grants-2009_03 |