Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | HCID 67609537 | HCID 67609537 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67609077 | HCID 67609077 | 22% |
| Product | HCID 67819598 | HCID 67819598 | 53% |
Reaction Steps
A mixture of [2-(6-Aminomethyl-[2,2′]bipyridinyl-4-yloxy)-ethyl]-diethylamine (107 mg, 0.357 mmol), triethylamine (136.5 μL, 1.07 mmol), Thiophene-2-sulfonyl chloride (195.4 mg, 1.07 mmol) and dichloromethane (5 mL) was stirred at 25° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the crude purified by column chromatography on silica gel (0-10% methanol in dichloromethane) to afford thiophene-2-sulfonic acid [4-(2-diethylamino-ethoxy)-[2,2′]bipyridinyl-6-ylmethyl]-amide as a yellow oil (85.0 mg, 53%) and thiophene-2-sulfonic acid bis-[4-(2-diethylamino-ethoxy)-[2,2′]bipyridinyl-6-ylmethyl]-amide as a brown oil (58.7 mg, 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09284296B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-bfd1ede909c941a3b2b6922d75e0e092 |
|---|
| Source note | uspto-grants-2016_03 |
|---|