HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl [5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetate | HCID 24827318 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [5-chloro-1'-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2'-dioxospiro[indole-3,3'-pyrrolidin]-1(2H)-yl]acetic acid | HCID 24776299 | 91% |
Reaction Steps
An ice-cold solution of tert-butyl [5-chloro-1′-[(5-methyl-3-phenylisoxazol-4-yl)methyl]-2,2′-dioxospiro[indole-3,3′-pyrrolidin]-1(2H)-yl]acetate, intermediate 42 (80.00 mg; 0.15 mmol) in DCM (8.00 ml) was treated with trifluoroacetic acid (2.00 ml). After stirring at room temperature for 5 h, the solvents were removed in vacuo. Toluene was added twice and removed in vacuo to give the titla compound as a white solid in 91% yield (96.3% purity by HPLC). MS (ESI+): 466.3; MS (ESI−): 464.4
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236963B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-001d21c3cfdf48d7b74f64f059e88d20 |
| Source note | uspto-grants-2012_08 |