HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-3-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic Acid Isobutyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (R)-3-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid | HCID 86705116 | — |
| Product | (R)-3-[N'-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic Acid Isobutyl Ester | HCID 86705117 | 111.8% |
Reaction Steps
(R)-3-[N′-(5-Acetyl-2H-pyrazole-3-carbonyl)-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid (15.0 mg, 32 μmol) was combined with isobutyl alcohol (876 μL, 9.5 mmol). A solution of 4 M HCl in dioxane (282 μL, 1.1 mmol) was added, and the resulting mixture was stirred for 15 minutes at room temperature. The mixture was concentrated by rotary evaporation and the product lyophilized to yield the title compound (19 mg, purity 99%) as a white powder TFA salt. MS m/z [M+H]+ calc'd for C26H28ClFN4O5, 531.17. found 531.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871792B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f514f4dc1e73425691991e11412ba1c4 |
| Source note | uspto-grants-2014_10 |