HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 89408388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butylsulfinamide, (R)-(+)- | HCID 10964479 | — |
| Reactant | 4-Chloro-3-fluoropyridine-2-carbaldehyde | HCID 72212767 | — |
| Reactant | HCID 90199529 | HCID 90199529 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89408388 | HCID 89408388 | 100% |
Reaction Steps
(S,E)-N-((4-Chloro-3-fluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide: A solution of (R)-2-methylpropane-2-sulfinamide (0.540 g, 4.32 mmol), 4-chloro-3-fluoropicolinaldehyde (0.627 g, 3.93 mmol) and Cs2CO3 (1.921 g, 5.89 mmol) in DCM (20 mL) was stirred for 1 h at rt. The reaction mixture was diluted with EtOAc and washed with brine (3×20 mL). The organic layer was dried over MgSO4, filtered and concentrated in vacuo to provide the desired product (1.1 g, 100%). MS (ESI) m/z: 263.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108981B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ef915f9a6d9b4044bb7866b93f1d3405 |
| Source note | uspto-grants-2015_08 |