HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-bromo-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-Bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid | HCID 59332685 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-bromo-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid | HCID 59332664 | 99% |
Reaction Steps
To a stirred solution of 5-bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid (8.3 g, 0.023 mol) in DCM (90 mL) was added TFA (90 mL). The reaction mixture was stirred at room temperature for 3 h and then concentrated. The residue was partitioned between EtOAc (100 mL) and water (100 mL), and the aqueous fraction was extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (1×50 mL) and brine (1×50 mL). dried (Na2SO4) and concentrated under reduced pressure, giving 5.9 g (99%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372875B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-421d0cf76e084f3b920c6d662d02169f |
| Source note | uspto-grants-2013_02 |