HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-amino-6-methoxy-5-(trifluoromethyl)picolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Amino-6-methoxy-5-trifluoromethyl-pyridine-2-carboxylic acid | HCID 58442320 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-amino-6-methoxy-5-(trifluoromethyl)picolinate | HCID 71743539 | — |
Reaction Steps
3-Amino-6-methoxy-5-trifluoromethyl-pyridine-2-carboxylic acid (Int. B) 5.5 g, 23.29 mmol) was dissolved in MeOH (90 ml). H2SO4 (6.21 ml, 116 mmol) was added dropwise and the solution was heated to reflux for 4 hours. The reaction mixture was reduced in vacuo to approx. 15 ml and water (15 ml) was added. The pH was adjusted to pH 9 by careful addition of solid NaHCO3. Water (100 ml) was added and the mixture was extracted with DCM. The combined organic extracts were concentrated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034879B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-38db66b0176e40dba6a499540d75f996 |
| Source note | uspto-grants-2015_05 |