HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-bromo-6-fluoro-1-{4-[(phenylmethyl)oxy]phenyl}-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Benzyloxy-phenylboronic acid | HCID 2734314 | — |
| Reactant | 4-Bromo-6-fluoro-1H-indole | HCID 24728173 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-bromo-6-fluoro-1-{4-[(phenylmethyl)oxy]phenyl}-1H-indole | HCID 59627933 | 55.3% |
Reaction Steps
A mixture of 4-bromo-6-fluoro-1H-indole (D16), (200 mg, 0.935 mmol), 4-benzyloxyphenylboronic acid (426 mg, 1.87 mmol), copper (II) acetate (332 mg, 1.87 mmol) and triethylamine (0.26 mL, 188 mg, 1.87 mmol) in dichloromethane (5 mL) was stirred in air at room temperature for 16 hours. The mixture was filtered through celite, concentrated and purified by chromatography on silica gel (elution with 0-20% ethyl acetate in hexanes) to give the title compound as a pink solid (D19), (205 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956083B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-de9a19f1079c4412a44be83ebc2aaa53 |
| Source note | uspto-grants-2011_06 |