HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-[2-({4-[(2-methoxypyridin-4-yl)oxy]-2-(methylamino)phenyl}amino)-2-oxoethoxy]benzoate → Methyl 3-({6-[(2-methoxypyridin-4-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-[2-({4-[(2-methoxypyridin-4-yl)oxy]-2-(methylamino)phenyl}amino)-2-oxoethoxy]benzoate | HCID 66705881 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Methyl 3-({6-[(2-methoxypyridin-4-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoate | HCID 66705919 | 72% |
Reaction Steps
Methyl 3-[2-({4-[(2-methoxypyridin-4-yl)oxy]-2-(methylamino)phenyl}amino)-2-oxoethoxy]benzoate produced in Example (16e) (4.52 g, 10.3 mmol) and acetic acid (50 mL) was stirred at 80° C. for two hours. The reaction mixture was concentrated and then water (100 mL) and sodium bicarbonate were added, followed by extraction with ethyl acetate (100 mL). The organic layer was washed with a saturated sodium bicarbonate aqueous solution (100 mL) twice and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by silica gel chromatography (hexane/ethyl acetate, 1:1) to obtain the title compound (3.10 g, 72%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946264B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-5ea0b29fc36545e89b55c41a3a1e4a63 |
| Source note | uspto-grants-2015_02 |