Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559484Generated: October 29, 2026

Triethylamine → HCID 67001723, compound

https://huagongshe.com/reaction/559484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-AminoisoquinolineHCID 70766—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acidHCID 2735647—
SolventTolueneHCID 1140—
ProductHCID 67001723HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063078B2
Source datasetuspto-grants-2011_11
ORD IDord-1cc0ba5f3101446e9dd01e0d799cad48
Source noteuspto-grants-2011_11