HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[[3-Methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Iodobenzoic acid | HCID 6941 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine | HCID 735132 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[[3-Methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid | HCID 22320140 | 98% |
Reaction Steps
A solution of 3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-ylamine (5.23 g, 30 mmol), o-iodobenzoic acid (8.93 g, 36 mmol), copper acetate (II) (0.654 g, 3.6 mmol), and potassium carbonate (4.98 g, 36 mmol) in N,N-dimethylformamide (30 mL) was heated under reflux for 1 hour under an argon atmosphere. After the solution was cooled to room temperature, the mixture was added to water. The solution was made weakly acidic by the addition of acetic acid, and the resulting crude crystals were collected by filtration. The crystals were washed with water and air dried to give the title compound (8.64 g, 98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949648B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-233acd72c0c449d7a0646a20355f0b60 |
| Source note | uspto-grants-2005_09 |