HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(Benzimidazol-2-yl)-3-(1-Methylpiperidin-4-yl)-1H-Indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Reactant | 3-(1-Methylpiperidin-4-yl)-1H-Indole-5-Boronic Acid | HCID 12041813 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(Benzimidazol-2-yl)-3-(1-Methylpiperidin-4-yl)-1H-Indole | HCID 12043258 | 43% |
Reaction Steps
The title compound was prepared by the procedure of Example 14, beginning with 3-(1-methylpiperidin-4-yl)-1H-indole-5-boronic acid (0.250 g, 0.97 mmol), 2-chlorobenzimidazole (0.140 g, 0.92 mmol), Pd(dppf)Cl2 CH2Cl2 (0.023 g, 0.028 mmol), and 2M aqueous sodium carbonate solution (2 mL) in 6 mL of tetrahydrofuran to give 0.130 g (43%) of the title compound as an amorphous tan solid. FDMS m/e=330 (M+). EA calculated for C21H22N4.¾ H2O C, 73.33; H, 6.89; N, 16.29. Found: C, 73.79; H, 6.66; N, 16.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06358972B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-b7eafff051304470845e9cad9429fce5 |
| Source note | uspto-grants-2002_03 |