HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-bromobutylamino)-1H-indene-1,3(2H)-dione → Methyl 2-(2-bromo-5-(1-(4-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylamino)butyl)-2-phenyl-1H-indole-6-carbonyl)thiophene-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-bromobutylamino)-1H-indene-1,3(2H)-dione | HCID 68494549 | — |
| Reactant | Methyl (2-bromo-5-(2-phenyl-1H-indole-6-carbonyl)thiophen-3-yl)acetate | HCID 86664845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-(2-bromo-5-(1-(4-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylamino)butyl)-2-phenyl-1H-indole-6-carbonyl)thiophene-3-yl)acetate | HCID 68493100 | 42% |
Reaction Steps
To a stirred solution of 453 mg (1 mmol) of methyl-(2-bromo-5-(2-phenyl-1H-indole-6-carbonyl)thiophene-3-yl)acetate in 10 mL of anhydrous CH3CN was added 1.25 g of CsF-Celite under N2, and then followed by 295 mg (1 mmol) 2-(4-bromobutylamino)-1H-indene-1,3(2H)-dione. The resulting mixture was refluxed for 5 h. The mixture was filtered and washed with CH3CN (5 mL×3), the filtrate was evaporated under reduced pressure, and the residue was purified by MPLC (EtOAc/Hex 1:4) to give 280 mg product as a yellow solid (yield 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492428B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-66cfbd53d9b7402697a105a047c71b5b |
| Source note | uspto-grants-2013_07 |