HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Isobutyric Acid (R)-2-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-1-carboxyethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | (R)-3-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid | HCID 86705116 | — |
| Product | Isobutyric Acid (R)-2-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-1-carboxyethyl Ester | HCID 86705119 | 40.7% |
Reaction Steps
Isobutyryl chloride (23.4 μL, 221.1 μmol) and (R)-3-[N′-(5-acetyl-2H-pyrazole-3-carbonyl)-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid (10.5 mg, 22.1 μmol) were combined in THF (108 μL, 1.3 mmol), and stirred overnight at room temperature. The solvent was evaporated and the residue was purified by preparative HPLC to yield the title compound (4.9 mg) as a TFA salt. MS m/z [M+H]+ calc'd for C26H26ClFN4O6, 545.15. found 545.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871792B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-efe6d75af6dd4534b63a5b9589c3bf48 |
| Source note | uspto-grants-2014_10 |