HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyridin-4-yl)boronic acid → 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-pyridin-4-yl-2-trifluoromethoxy-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (4-bromo-2-trifluoromethoxy-phenyl)-amide | HCID 24966318 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-pyridin-4-yl-2-trifluoromethoxy-phenyl)-amide | HCID 24966319 | 73.6% |
Reaction Steps
This compound was prepared in analogy to example 2 starting from 5-fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-bromo-2-trifluoromethoxy-phenyl)-amide (0.075 g) and 4-pyridineboronic acid (0.029 g) in 1,2-dimethoxyethane (1.5 ml), ethanol (0.25 ml) and 2 M aqueous sodium carbonate solution (0.6 ml) with tetrakis(triphenylphosphine)palladium (0.009 g) to obtain the title compound (0.055 g) as a colorless solid. MS (ISP): 483.0 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158655B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-96497d3cdeb9402fa44c5978af33fcbf |
| Source note | uspto-grants-2012_04 |