HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 71533145, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethanesulfonyl chloride | HCID 11667 | — |
| Reactant | HCID 86679106 | HCID 86679106 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71533145 | HCID 71533145 | 25.7% |
Reaction Steps
To a solution of 6-(5-amino-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one (intermediate A-2, 0.02 g, 0.079 mmol) in DCM (0.5 mL) was added triethylamine (0.024 g, 0.237 mmol) followed by ethanesulfonyl chloride (0.01 g, 0.079 mmol) and the reaction mixture was stirred at room temperature for 1 h. The mixture was diluted with DCM, poured into water (5 mL) and the aqueous layer was extracted with DCM (2×20 mL). Combined organics were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 10% MeOH-DCM gradient to give the title compound (0.007 g, 23%) as a brown solid. MS: 346.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-1d8909c7e7484016815ea55d144e1cc5 |
| Source note | uspto-grants-2016_02 |