HuagongsheHuagongshe Chemistry Print Report · For research reference only
4'-Bromoacetanilide → 5-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4'-Bromoacetanilide | HCID 7683 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(1-Methylpiperidin-4-yl)-1H-Indole-5-Boronic Acid | HCID 12041813 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 5-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole | HCID 9841217 | 40% |
Reaction Steps
The title compound was prepared by the procedure of Example 10, beginning with 3-(1-methylpiperidin-4-yl)-1H-indole-5-boronic acid (0.200 g, 0.77 mmol), 1-bromo-4-acetamidobenzene (0.158 g, 0.74 mmol), tetrakis(triphenylphosphine)palladium(0) (0.045 g, 0.039 mmol), and 2M aqueous sodium carbonate solution (2 mL) in 15 mL of tetrahydrofuran:methanol (1:1) to give the title compound (0.101 g, 40%) as an amorphous solid. FDMS m/e=348 (M+). EA calculated for C22H25N3O.¼ H2O: C, 75.07; H, 7.16; N, 11.94. Found: C, 74.94; H, 7.00; N, 11.61.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06358972B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-624701e25cba4eb5b8b9682cd77cd03c |
| Source note | uspto-grants-2002_03 |