HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[(5-chloropyridin-2-yl)methyl]-4,4,5,5,5-pentafluoropentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4,4,5,5,5-Pentafluoropentanoic acid | HCID 23423163 | — |
| Reactant | (5-Chloropyridin-2-yl)methanamine hydrochloride | HCID 56973027 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(5-chloropyridin-2-yl)methyl]-4,4,5,5,5-pentafluoropentanamide | HCID 86678976 | — |
Reaction Steps
To a solution of 4,4,5,5,5-pentafluoropentanoic acid (6.44 g, 33.5 mmol) and the intermediate from Step E (5.0 g, 27.9 mmol) in DCM (100 mL) was added EDC (7.49 g, 39.1 mmol) followed by DIEA (24.4 mL, 140 mmol). After stirring the reaction at room temperature for 2 hours, it was diluted with DCM (100 mL), and washed with water (2×). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give a colorless oil. m/z=316.8 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365574B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-88a381e1254f4812899ce0cc240ddd39 |
| Source note | uspto-grants-2016_06 |