HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86679180, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 71533571 | HCID 71533571 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86679180 | HCID 86679180 | 33.4% |
Reaction Steps
To a solution of ethanesulfonic acid [5-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide (example 55, 0.681 g, 0.197 mmol) in DMF (1 mL) heated to 65° C. was added N-chloro-succinimide (0.034 g, 0.256 mmol) and the reaction mixture was stirred at this temperature over night. The mixture was diluted with EtOAc, poured into water (5 mL) and extracted with EtOAc (2×10 mL). The combined organics were washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by reverse phase HPLC on a Gemini-NX column, eluting with a MeOH—H2O (0.05% TEA) gradient to give the title compound (0.025 g, 33%) as a colorless amorphous solid. MS: 380.4 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-a671c935948a4d97905f979225e5adb7 |
| Source note | uspto-grants-2016_02 |