HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Methyl-3-(1H-pyrazol-1-yl)picolinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-Methyl-3-(1H-pyrazol-1-yl)picolinonitrile | HCID 117728152 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-Methyl-3-(1H-pyrazol-1-yl)picolinic acid | HCID 59363672 | 94% |
Reaction Steps
6-Methyl-3-(1H-pyrazol-1-yl)picolinonitrile (0.60 g, 3.26 mmol) and NaOH (1.37 g, 34.2 mmol) were dissolved in methanol (3 mL) and stirred at reflux overnight. The reaction was cooled to rt, diluted with more methanol (5 mL), and acidified with AcOH to pH 4-5. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% DCM/EtOAc) to yield the title compound as a clear oil (0.62 g, 94%). MS (ESI) 204 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440982B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-4705ada6d96d46f0b0f74ced5f46e5bb |
| Source note | uspto-grants-2016_09 |