HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405930Generated: October 25, 2026
Water → 3-{4-[4-Bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amine
https://huagongshe.com/reaction/1405930
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Bromo-5-fluorobenzotrifluoride | HCID 520983 | — |
| Reactant | 4-(2-Aminopyridin-3-yl)phenol | HCID 66748477 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-{4-[4-Bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amine | HCID 66748677 | 69.2% |
Reaction Steps
Tripotassium phosphate (3.42 g) was added to a mixture of 4-(2-aminopyridin-3-yl)phenol (1.00 g) and 1-bromo-4-fluoro-2-(trifluoromethyl)benzene (1.57 g) in DMSO (15 mL). The mixture was stirred at 140° C. under nitrogen for 7 hr. Water and EtOAc were added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH-silica gel, eluted with EtOAc in hexane) and concentrated to give 3-{4-[4-bromo-3-(trifluoromethyl)phenoxy]phenyl}pyridin-2-amine (1.52 g) as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916551B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-e2bd9ac9e8db4e5ebb45b1e01c5b4ef8 |
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| Source note | uspto-grants-2014_12 |
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