HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Diisopropylethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Diisopropylethylamine | HCID 81531 | — |
Reaction Steps
The acid compound of formula (XXIII) is reacted with N,O-dimethylhydroxylamine hydrochloride in the presence of an amidation reagent such as 2-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorphosphate (HBTU), 2-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) or 1-(3-dimethylaminopropyI)-3-ethylcarbodiimide hydrochloride (EDC) and an organic base such as diisopropylethylamine or triethylamine in an aprotic organic solvent such as DMF or acetonitrile at room temperature to yield the compound of formula (XXII).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906530B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-444d88c508c24c9c87c4c2d208843a2d |
| Source note | uspto-grants-2011_03 |