HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Bromo-2-nitrotoluene → [4-{3-[(2-Nitrobenzyl)Oxy]Phenyl}-8-(Trifluoromethyl)Quinolin-3-yl](Phenyl)-Methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-Bromo-2-nitrotoluene | HCID 77569 | — |
| Reactant | [4-(3-Hydroxyphenyl)-8-(Trifluoromethyl)Quinolin-3-yl](Phenyl)Methanone | HCID 11773771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [4-{3-[(2-Nitrobenzyl)Oxy]Phenyl}-8-(Trifluoromethyl)Quinolin-3-yl](Phenyl)-Methanone | HCID 66913573 | 33% |
Reaction Steps
A solution of [4-(3-hydroxyphenyl)-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanone (0.15 g, 0.38 mmol), 1-Bromomethyl-2-nitro-benzene (0.10 g, 0.46 mmol) and CsCO3 (0.25 g, 0.76 mmol) in DMF (3 ml) was heated to 60° C. After 14 hr, the reaction was cooled, filtered and concentrated. The crude residue was purified by reverse phase HPLC to provide the desired compound (0.066 g, Yield=33%); MS (ESI) m/z 529;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576215B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-a8e3de69eda8428cbe83da96e2cde74f |
| Source note | uspto-grants-2009_08 |