Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-Indazol-5-amine | HCID 88012 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | HCID 57667811 | HCID 57667811 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57667988 | HCID 57667988 | 9.9% |
Reaction Steps
To 2-iodo-4-phenethylbenzoic acid 40 mg were added 5-aminoindazole 23 mg, copper(I) iodide 2.2 mg, proline 2.6 mg, potassium carbonate 19 mg and dimethyl sulfoxide 0.40 mL at room temperature, and it was stirred at 70° C. for 3 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 1.0 mol/L hydrochloric acid were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with water and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent; chloroform:methanol=100:1] to give 2-((1H-indazol-5-yl)amino)-4-phenethylbenzoic acid 4.0 mg of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08327467B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-415b726df2524fe39db409bbfc11afbc |
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| Source note | uspto-grants-2012_12 |
|---|
