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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708497Generated: October 30, 2026

Diisopropylethylamine → HCID 178454253, compound

https://huagongshe.com/reaction/708497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl 3-((N,N'-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboximidamido)methyl)azetidine-1-carboxylateHCID 118380281—
Reactantbenzyl ((2R,3S)-2-((4-(aminomethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate 2,2,2-trifluoroacetateHCID 131733818—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178454253HCID 17845425369%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of benzyl ((2R,3S)-2-((4-(aminomethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate 2,2,2-trifluoroacetate (340 mg, 0.77 mmol) in dioxane (6 mL) was added DIPEA (0.147 mL, 0.842 mmol) and a solution of tert-butyl 3-((N,N′-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboximidamido)methyl)azetidine-1-carboxylate (367 mg, 0.765 mmol) in dioxane (1 mL). After heating to 60° C. for 12 h, the reaction mixture was concentrated in vacuo and purified via silica gel chromatography (EtOAc-heptane, 0-95%) to afford the title compound (390 mg, 69%). LCMS: Rt=0.94 min, m/z=742.5 (M+1) Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-3a9a599895ac404d82ddae194bb923ce
Source noteuspto-grants-2015_11