HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid | HCID 57586985 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}benzoxazole | HCID 69002269 | 5.1% |
Reaction Steps
In a similar manner to Example 28, (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid (0.20 g, 0.76 mmol) obtained in Step 1 of Example 47, 2-aminophenol (91 mg, 0.83 mmol), 1-hydroxybenzotriazole monohydrate (35 mg, 0.23 mmol), EDC (0.16 mg, 0.83 mmol) and THF/DMF (2/1, 3.0 mL) were reacted. Then, in a similar manner to Step 2 of Example 150, the reaction mixture was treated with p-toluenesulfonic acid monohydrate (0.26 mg, 1.5 mmol) and xylene (5.0 mL) to obtain Compound 183 (13 mg, 5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605272B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-aecf9f359a254d73abc84426f94ee57d |
| Source note | uspto-grants-2009_10 |