HuagongsheHuagongshe Chemistry Print Report · For research reference only
Picolinic acid → HCID 67168545, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 67168460 | HCID 67168460 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67168545 | HCID 67168545 | — |
Reaction Steps
2-(5-Bromofuran-2-yl)-2-phenylsulfanylethylamine (0.28 g, 0.0009389 mol), 2-pyridinecarboxylic acid (0.12 g, 0.001005 mol) and EDCI were stirred in dry THF (10 ml). After disappearing of the starting material the solvent was evaporated. Then chloroform was added and the solution was washed with 1 M Na2CO3 and water, dried with Na2SO4 and evaporated. The crude product was purified by flash chromatography using heptane-EtOAc as a gradient eluent (85:15-70:30). 1H NMR (400 MHz, DMSO-d6): 3.75-3.80 (2H, m), 4.78-4.84 (1H, m), 6.33-6.37 (2H, m), 6.44 (1H, d), 7.26-7.40 (4H, m), 7.59-7.62 (1H, m), 7.97-8.04 (2H, m), 8.62-8.64 (1H, m), 9.08 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975254B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-deb2966bf6414da4aa3ad468914d1b98 |
| Source note | uspto-grants-2015_03 |