HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67001723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Aminoisoquinoline | HCID 70766 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid | HCID 2735647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67001723 | HCID 67001723 | — |
Reaction Steps
To a suspension of 1-(tert-butoxycarbonyl)-3-piperidine carboxylic acid (1 g, 4.4 mmol) in toluene (10 ml) and triethylamine (0.68 ml) was added diphenylphosphoryl azide (1.1 eq., 1.33 g). Reaction was heated at reflux for 1 h and cooled. 5-Aminoisoquinoline (629 mg, 4.4 mmol) was added and reaction stirred at ambient temperature for 56 h. Solvent was removed under reduced pressure and the residue chromatographed on silica gel eluting with hexane/ethyl acetate (gradient elution, maximum 50%) to affored the title compound as a foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063078B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-1cc0ba5f3101446e9dd01e0d799cad48 |
| Source note | uspto-grants-2011_11 |