HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 87615766, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,2,3,3,3-Pentafluoropropylamine | HCID 79002 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 57713978 | HCID 57713978 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 87615766 | HCID 87615766 | 67.4% |
Reaction Steps
A solution of 50.0 mg (0.13 mmol) 2-hydroxy-4-methyl-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid and 39.0 mg (0.26 mmol) 2,2,3,3,3-pentafluoropropylamine in 1.5 ml dimethylformamid was cooled to 0° C. and 20 μl (0.14 mmol) triethylamine and 54.5 mg (0.14 mmol) O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HBTU) were added. Stirring was continued overnight. Removal of the solvent by distillation and chromatography on silicagel with heptane/ethylacetate (gradient 19:1 to 1:1) yielded 45.0 mg (67%) (R/S)-2-hydroxy-2-isobutyl-N-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-N-(2,2,3,3,3-pentafluoro-propyl)-malonamide: MS (m/e): 514.5 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544679B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-8d58c88655eb487d883543141ae273c0 |
| Source note | uspto-grants-2009_06 |