Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 68796982 | HCID 68796982 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68796891 | HCID 68796891 | 99.2% |
Reaction Steps
To a solution of 5-(tert-butyl-dimethyl-silanyloxy)-7-{2-(4-fluoro-phenyl)-4-isopropyl-5-[methyl-(2-methyl-benzyl)-carbamoyl]-2H-pyrazol-3-yl}-3-oxo-hept-6-enoic acid methyl ester (2.48 g, 3.82 mmol) in MeCN (40 mL) at 25° C. was added HF (2.5 mL of 48% in water). Reaction was stirred at 25° C. for 16 hrs. Subsequently, EtOAc (100 mL) and water (100 mL) were added and the organic layer was separated, dried and concentrated. Product was purified by column chromatography (30%-50% EtOAc-Hex) to afford 7-{2-(4-fluoro-phenyl)-4-isopropyl-5-[methyl-(2-methyl-benzyl)-carbamoyl]-2H-pyrazol-3-yl}-5-hydroxy-3-oxo-hept-6-enoic acid methyl ester (2.03 g, 98.0%): MS(APCI+) 536.4 m/z (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07446121B2 |
|---|
| Source dataset | uspto-grants-2008_11 |
|---|
| ORD ID | ord-d7e98a5fc3044edfb4337698e4ca8672 |
|---|
| Source note | uspto-grants-2008_11 |
|---|