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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476899Generated: October 29, 2026

1,1'-Carbonyldiimidazole → (S)-tert-butyl 3-((8-chloro-3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)isoquinolin-1-yl)oxy)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1476899

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 178452038HCID 178452038—
Solvent1,4-DioxaneHCID 31275—
Product(S)-tert-butyl 3-((8-chloro-3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)isoquinolin-1-yl)oxy)pyrrolidine-1-carboxylateHCID 13659693635%

Reaction Steps

To (S)-tert-butyl 3-((8-chloro-3-(hydrazinyl(imino)methyl)isoquinolin-1-yl)oxy)pyrrolidine-1-carboxylate (130 mg, 1.61 mmol) in dioxane (10 mL) was added CDI (78 mg, 0.48 mmol). The resulting mixture was heated to reflux for 2 hours and was then cooled and concentrated in vacuo. The crude product was purified by preparative HPLC to give the title compound (50 mg, 35%). ESI-MS m/z [M+H-Boc]+ 332.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-4eed95d3145a4980974387fdadf1c2bf
Source noteuspto-grants-2016_08