HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 4-((5,6-dichloropyridin-3-yl)methoxy)-2,5-difluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 2,4,5-trifluorobenzoate | HCID 10868153 | — |
| Reactant | (5,6-Dichloropyridin-3-yl)methanol | HCID 21882961 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | tert-Butyl 4-((5,6-dichloropyridin-3-yl)methoxy)-2,5-difluorobenzoate | HCID 86682568 | 96.6% |
Reaction Steps
To a solution of (5,6-dichloropyridin-3-yl)methanol (275 mg, 1.55 mmol) in DMSO (5 mL) were added tert-butyl 2,4,5-trifluorobenzoate (Preparation 97, 300 mg, 1.30 mmol), and potassium carbonate (535 mg, 3.88 mmol) and the mixture stirred for 18 hours at room temperature under a nitrogen atmosphere. Water (10 mL) was added and the mixture extracted with EtOAc (3×20 mL). The combined organics were washed with water (20 mL) and concentrated in vacuo to yield the title compound (490 mg, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102621B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-1c169087eda74b48a0dfa7e99d13ed25 |
| Source note | uspto-grants-2015_08 |