HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4,6-Dimethoxy-2-(methylsulfonyl)pyrimidine | HCID 838363 | — |
| Reactant | HCID 15239995 | HCID 15239995 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate | HCID 15239974 | 81.3% |
Reaction Steps
A DMF suspension (50 ml) of 3.0 g (17.8 mmol) of methyl 6-amino-3-hydroxypicolinate, 3.9 g (17.8 mmol) of 2-methylsulfonyl-4,6-dimethoxypyrimidine and 1.23 g (8.9 mmol) of potassium carbonate in a 100 ml round bottomed flask, was stirred at 80° C. for 4 hours. The reaction mixture was poured into ice water and extracted with dichloromethane. The organic layer was washed with water, dried, concentrated and purified by silica gel chromatography (n-hexane/AcOEt=1/1+0.1 MeOH) to obtain 4.43 g (yield: 81.3%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05403816 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-ffffbb1b42554fd7a349878bd76f0b9a |
| Source note | uspto-grants-1995_04 |