HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-iodobenzoate → Ethyl 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-iodobenzoate | HCID 143542 | — |
| Reactant | 3-(3-Ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole | HCID 86603013 | — |
| Catalyst | Tetrabutylammonium Acetate | HCID 82707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoate | HCID 86603014 | 46.8% |
Reaction Steps
A solution of 3-(3-ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole (0.103 g, 0.24 mmol), ethyl 3-iodobenzoate (0.042 mL, 0.25 mmol), tetrabutylammonium acetate (0.108 g, 0.36 mmol) and 8.8 mg of tris-(dibenzylidineacetone)-dipalladium in 2 mL of dry DMF was stirred at ambient temperature for 3 hours. The reaction mixture was partitioned with ethyl acetate and H2O. The organic phase was concentrated in vacuo and purified by flash chromatography (silica 60, CH2Cl2-hexane, 1:1) to give the title compound (0.065 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592363B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-0c34ea2679e5403b99330f3e14893949 |
| Source note | uspto-grants-2009_09 |