Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | HCID 18669068 | HCID 18669068 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 18669060 | HCID 18669060 | 58% |
Reaction Steps
Benzoyl chloride (0.011 mL) was added to a stirred solution of 1-{3-[5-chloro-2-(4-chlorophenyl)-1H -indol-3-yl]-1-oxopropyl}piperazine (Description 30, 35 mg) in pyridine (0.5 mL) and the mixture was stirred at room temperature for 3 h. The solvent was evaporated under reduced pressure, hydrochloric acid (2M, 5 mL) and ethyl acetate (5 mL) were added and the layers were separated. The organic layer was dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was crystallized from dichloromethane/ethyl acetate (4:1) to give the title compound as a colorless solid (25 mg, 58%). 1H NMR (360 MHz, CDCl3) δ2.56-2.68 (2H, m), 3.02-3.67 (10H, m), 7.17 (1H, dd, J 8.6, 1.8 Hz), 7.28 (1H, d, J 8.6 Hz), 7.33-7.50 (9H, m), 7.56 (1H, s), and 8.13 (1H, s). m/z (ES+) 506, 508 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06518273B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-fdf7d35f2711443e8471bd70c4569168 |
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| Source note | uspto-grants-2003_02 |
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