Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethylphosphite | HCID 3780918 | — |
| Reactant | HCID 57562448 | HCID 57562448 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178476928 | HCID 178476928 | — |
| Product | HCID 178476953 | HCID 178476953 | — |
Reaction Steps
Procedure H is followed, introducing 70 mg (1 eq; 0.190 mmol) of trifluoromethanesulfonic acid 3-((E)-styryl)-1H-indazol-5-yl ester in solution in 3 ml of dimethylformamide, 26.7 μl (1.09 eq; 0.207 mmol) of diethylphosphite, 8.9 mg (0.04 eq-0.0076 mmol) of tetrakis(triphenylphosphine)palladium(0) and 28.8 μl (1.09 eq; 0.207 mmol) of triethylamine. The additions made are successively 27 μl of diethylphosphite, 29 μl of triethylamine, 10 mg of tetrakis(triphenylphosphine)palladium(0), then 50 μl of diethylphosphite, 50 μl of triethylamine, 20 mg of tetrakis(triphenylphosphine)palladium(0) and, finally, 27 μl of diethylphosphite, 29 μl of triethylamine and 9 mg of tetrakis(triphenylphosphine) palladium(0). 22 mg of [3-((E)-styryl)-1H-indazol-5-yl]phosphonic acid diethyl ester are isolated, along with 8.7 mg of [3-((E)-styryl)-1H-indazol-5-yl]phosphonic acid monoethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07491710B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-7080fc027080459ca05c21e948863195 |
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| Source note | uspto-grants-2009_02 |
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