Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69288008 | HCID 69288008 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69287995 | HCID 69287995 | — |
Reaction Steps
To 34 mg (0.06 mmol) of 3-[1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-2,4-dimethyl-1H-pyrrol-3-yl]-propionic acid methyl ester in MeOH (4 mL) 1 M aqueous LiOH-solution (0.3 mL) was added and the resulting mixture was stirred at 60° C. for 5 h. The mixture was acidified by the addition of a 1 M HCl-solution (pH 5) and concentrated under reduced pressure. Final purification by preparative HPLC(CH3CN/H2O gradient+0.05% formic acid) gave pure 3-[1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-2,4-dimethyl-1H-pyrrol-3-yl]-propionic acid as a colorless amorphous material. The product was obtained as its hydroformiate (11 mg). MS (ESI+): m/e=534 [M+H]+, chloro pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07465806B2 |
|---|
| Source dataset | uspto-grants-2008_12 |
|---|
| ORD ID | ord-12a4bb717a044a418e9e0fbf3d904e1e |
|---|
| Source note | uspto-grants-2008_12 |
|---|