HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 57800233, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Difluorobenzoyl chloride | HCID 588082 | — |
| Reactant | HCID 178506477 | HCID 178506477 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57800233 | HCID 57800233 | 42.2% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a solution of (1Z)-2-[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (0.050 g, 0.154 mmol) in anhydrous acetonitrile (2.0 mL) under N2, was added 2,5-difluorobenzoyl chloride (0.121 g, 0.177 mmol) and N,N-diisopropylethylamine (0.50 mL, 5.21 mmol). The mixture was then heated in a microwave at 150° C. for 30 min. Upon cooling, the mixture was poured onto a biotage prepak column and the mixture was purified by flash chromatography (0-25% EtOAc-hexanes gradient) to give 0.029 g (42% yield) of pure product: MS (ES) m/z 446 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572820B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-76899dd669c54055ad2f3d945c999b73 |
| Source note | uspto-grants-2009_08 |