HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1h-Indole-1,7-dicarboxylic acid,6-fluoro-2,3-dihydro-,1-(1,1-dimethylethyl)ester | HCID 59332645 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid | HCID 59332685 | 92.2% |
Reaction Steps
To a stirred solution of 1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid (6.9 g, 0.025 mol) in DCM (140 mL) was added NBS (4.8 g, 0.027 mol). The reaction mixture was stirred at room temperature for 3 h. The reaction mixture was washed with water (3×75 mL) and brine (1×75 mL), dried (Na2SO4) and concentrated under reduced pressure, giving 8.3 g (92%) 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-fd15c1e34cf9429ba790429639fd417f |
| Source note | uspto-grants-2013_02 |