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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772618Generated: November 3, 2026

4-(5-Bromo-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-8-yl)morpholine → 1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)-4-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5(4H)-one

https://huagongshe.com/reaction/1772618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-Bromo-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-8-yl)morpholineHCID 117727895—
Reactant1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methyl]-1,2,3,4-tetrazolidin-5-oneHCID 131734671—
Product1-(4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)-4-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5(4H)-oneHCID 12321426831.6%

Reaction Steps

Compound 3a (500 mg, 1.15 mmol) was subjected to Suzuki coupling conditions with 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4-[[2-(trimethylsilyl)ethoxy]methyl]-1,2,3,4-tetrazolidin-5-one (1.44 g, 3.45 mmol) using the reaction conditions described in Example 1, Step G to obtain compound 14d as a white solid (236 mg, 31% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C34H39N9O3Si: 650.3 (M+H). Found 650.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-d2d0ee1aa066423aafdf52f9e5c98532
Source noteuspto-grants-2016_02