HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Methyl-4-(pyrimidin-5-yloxy)picolinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 6-Methyl-4-(pyrimidin-5-yloxy)picolinonitrile | HCID 68294909 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 6-Methyl-4-(pyrimidin-5-yloxy)picolinic acid | HCID 68294826 | 99% |
Reaction Steps
6-methyl-4-(pyrimidin-5-yloxy)picolinonitrile (4.31 g, 20.3 mmol, 1.00 eq) was dissolved in dioxane (90 mL), and 2N NaOH (45 mL) was added. The mixture was refluxed for 18 h and after cooling the reaction was neutralized with 2N HCl (45 mL). The water and solvent were removed in vacuo and the crude reaction was dissolved in 10% MeOH/CH2Cl2. The undissolved salt was filtered off and the solvents were removed in vacuo to afford 4.65 g (99%) of the title compound as a white solid which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085562B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-03afd64567f841908b244f3e334bfa58 |
| Source note | uspto-grants-2015_07 |