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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772628Generated: October 27, 2026

(E)-4-(5-Bromo-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-8-yl)morpholine → (E)-Ethyl 1-(4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)piperidine-4-carboxylate

https://huagongshe.com/reaction/1772628

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(E)-4-(5-Bromo-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-8-yl)morpholineHCID 117728505—
ReactantEthyl 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-4-carboxylateHCID 131734180—
Product(E)-Ethyl 1-(4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)phenyl)piperidine-4-carboxylateHCID 8634548544.7%

Reaction Steps

Compound 2b (350 mg, 0.760 mmol) was subjected to Suzuki coupling conditions with ethyl 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine-4-carboxylate (881 mg, 2.28 mmol) using the reaction conditions described in Example 1, Step G to obtain compound 18d as a brown solid (200 mg, 42% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C35H36N6O3: 589.3 (M+H). Found 589.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-c7537fbfece7456eb8960221ce7f4ced
Source noteuspto-grants-2016_02