HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 71149361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl α,α-difluoro-2-quinolineacetate | HCID 10514875 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 71149361 | HCID 71149361 | 44% |
Reaction Steps
To a solution of difluoroquinolin-2-yl acetic acid ethyl ester (2 g, 7.9 mmol) in ethanol (20 mL) was added NaBH4 (317 mg, 1.0 mmol) at 0° C. under N2. The mixture was stirred for 1 hour and then at room temperature for 1.5 hours. The solution was quenched with dilute HCl (0.1 N, 20 mL). The mixture was neutralized with saturated NaHCO3 solution and extracted with EtOAc (3*100 mL). The combined organic layer was dried over sodium sulfate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (PE:EA=10:1) to give the title compound as a yellow solid (0.7 g, 44%). LC-MS (ESI+): m/e 210 (M+H)+, Rt: 0.75 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273068B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-93853eac71ba43fe9968910bda919404 |
| Source note | uspto-grants-2016_03 |