HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68921013, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 68917835 | HCID 68917835 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68921013 | HCID 68921013 | 45.7% |
Reaction Steps
The compound 29 (89 mg), dimethylformamide (1 mL), 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (44 mg), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (94 mg) and diisopropylethylamine (42 μL) were stirred at room temperature for overnight. The reaction solution was added aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:methanol:aqueous ammonia=80:20:1) to obtain the title compound (56 mg) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680092B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-434382d73afe476da7b5345d6e2d3361 |
| Source note | uspto-grants-2014_03 |