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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772600Generated: November 3, 2026

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2,3-diamine → (E)-5-(8-Morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)pyridine-2,3-diamine

https://huagongshe.com/reaction/1772600

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2,3-diamineHCID 46738008—
Reactant(E)-4-(5-Bromo-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-8-yl)morpholineHCID 117728505—
Product(E)-5-(8-Morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-5-yl)pyridine-2,3-diamineHCID 11772802554.3%

Reaction Steps

Compound 2b (1.00 g, 2.30 mmol, as prepared in Example 2, Step B) was subjected to Suzuki coupling conditions with 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2,3-diamine (1.62 g, 6.91 mmol) using the reaction conditions described in Example 1, Step G to obtain compound 6b (580 mg, 51% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C26H24N8O: 465.2 (M+H). Found 465.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-95ca4c9214c748e59d14bd78a1f6f9d1
Source noteuspto-grants-2016_02