HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6'[(4-{[4-(Trifluoromethyl)phenyl]sulfonyl}-1-piperazinyl)carbonyl]-2,3'-bipyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[4-(Trifluoromethyl)benzenesulfonyl]piperazine | HCID 2554578 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | [2,3'-Bipyridine]-6'-carboxylic acid | HCID 57358853 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6'[(4-{[4-(Trifluoromethyl)phenyl]sulfonyl}-1-piperazinyl)carbonyl]-2,3'-bipyridine | HCID 44612079 | 79.2% |
Reaction Steps
To a solution of 1-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine (Description 1) (64.7 mg, 0.220 mmol) in DMF (3 ml) was added 2,3′-bipyridine-6′-carboxylic acid (Description 5) (44 mg, 0.220 mmol), HOBT.H2O (33.7 mg, 0.220 mmol), HBTU (83 mg, 0.220 mmol) and DIPEA (0.115 ml, 0.659 mmol) and the reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated under vacuum then DCM was added (5 ml) and washed with saturated NaHCO3 solution (5 ml). The product was concentrated under vacuum then dissolved in MeCN/DMSO 1:1 and purified by MDAP. The desired fractions were combined and evaporated under vacuum to give the title compound (83 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530478B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-7d8fa3a4639b47ca9d9ebdd81259f2fd |
| Source note | uspto-grants-2013_09 |