HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(4-(4-Fluorobenzamido)phenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N-(4-bromophenyl)-4-fluorobenzamide | HCID 531957 | — |
| 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-(4-Fluorobenzamido)phenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole | HCID 22626799 | 29.4% |
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-(4-fluorobenzamido)benzene (0.217 g, 0.74 mmol), tetrakis(triphenylphosphine)palladium(0) (0.045 g, 0.039 mol), and 2M aqueous sodium carbonate solution (2 mL) in 15 mL of tetrahydrofuran:methanol (1:1) to give the title compound (0.093 g, 29%) as an amorphous solid. FDMS m/e=427 (M+). EA calculated for C27H26N3OF: C, 75.85; H, 6.13; N, 9.83. Found: C, 75.55; H, 6.18; N, 9.73.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06358972B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-131909b9d788408da6251f6b3df6b86c |
| Source note | uspto-grants-2002_03 |