HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-[6-(4-t-butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-[6-(4-t-Butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionic acid | HCID 15381103 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 3-[6-(4-t-butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionate | HCID 54057768 | 90% |
Reaction Steps
Methanol (0.5 ml) and concentrated sulfuric acid (two droplets) were added to 3-[6-(4-t-butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionic acid (50 mg), and the mixture was stirred for 4 hours at room temperature, then poured into water, and extracted with ethyl acetate. The extract was washed successively with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel preparative thin layer chromatography (chloroform-methanol (30:1)), to thereby obtain 46 mg (yield: 90%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05883092 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-3dd2cc6a5c134cb8848ca00cf6a8c76f |
| Source note | uspto-grants-1999_03 |