HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68899614, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| 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 68899614 | HCID 68899614 | 18% |
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 18.6 mg (0.26 mmol) cyclopropanmethylamine in 1.5 ml dimethylformamid were 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 over the weekend at room temperature. Removal of the solvent by distillation and chromatography on silicagel with heptane/ethylacetate (gradient 19:1 to 1:1) yielded 10.0 mg (18%) (R/S)-N-cyclopropylmethyl-2-hydroxy-2-isobutyl-N-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-malonamide MS (m/e): 436.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544679B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-fac561870f95468ca80368187c14e5e6 |
| Source note | uspto-grants-2009_06 |