HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(3-Benzyl-8-trifluoromethyl-cinnolin-4-yl)-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (3-hydroxyphenyl)boronic Acid | HCID 2734359 | — |
| Reactant | 3-Benzyl-4-bromo-8-trifluoromethyl-cinnoline | HCID 68581479 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(3-Benzyl-8-trifluoromethyl-cinnolin-4-yl)-phenol | HCID 11854312 | 74.3% |
Reaction Steps
A solution of 3-benzyl-4-bromo-8-trifluoromethyl-cinnoline (1.7 g, 4.6 mmol) and 3-hydroxyphenylboronic acid (0.84 g, 6.0 mmol) and Pd(PPh3)4 (300 mg) and K3PO4 (3.0 g) in dioxane (50 ml) was heated to reflux. After 6 hr, the reaction was cooled and poured into water and extracted with EtOAc. The organic layer was concentrated and the product purified by colum chromatography (eluent 10% EtOAc/Hexane) to give a solid 1.3 g. MS (ES) m/z 381.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700595B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e1ef815d526b414999e1425f8347b30c |
| Source note | uspto-grants-2010_04 |