HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(2-Cyano-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-[(Propan-2-yl)amino]propanenitrile | HCID 136494 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | 3-Methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzoic acid trifluoroacetate | HCID 69949694 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2-Cyano-ethyl)-N-isopropyl-3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzamide trifluoroacetate | HCID 18349097 | — |
Reaction Steps
A solution of 3-methyl-5-[2-(pyridin-4-ylamino)-ethoxy]-benzoic acid trifluoroacetate salt (0.026 g) in anhydrous DMF (2 ml) was treated at room temperature with 3-isopropylamino-propionitrile9 (0.017 g), PyBrop® (0.062 g) and DIPEA (0.025 ml). More PyBrop® was added after 2 days (0.072 g) and 7 days (0.065 g). More 3-isopropylamino-propionitrile was added after 2 days (0.03 ml), 4 days (0.1 ml) and 7 days (0.1 ml). After 24 h more, the mixture was evaporated to dryness under reduced pressure and the residue subjected to preparative hplc giving the title compound as a clear colourless gum (0.016 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326386B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-f0276bdb4d174120ab17d366ba8aeb27 |
| Source note | uspto-grants-2001_12 |