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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57608Generated: October 23, 2026

Cesium carbonate → 4-(4-(5-(hexahydropyrrolo[3,4-b]pyrrol-5(1H)-yl)pyrido[4,3-b]pyrazin-7-yl)phenyl)morpholine

https://huagongshe.com/en/reaction/57608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(4-(Morpholin-4-yl)phenyl)boronic acidHCID 2795359—
Reactant7-chloro-5-(hexahydropyrrolo[3,4-b]pyrrol-5(1H)-yl)pyrido[4,3-b]pyrazineHCID 86717381—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-(5-(hexahydropyrrolo[3,4-b]pyrrol-5(1H)-yl)pyrido[4,3-b]pyrazin-7-yl)phenyl)morpholineHCID 71113794—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 7-chloro-5-(hexahydropyrrolo[3,4-b]pyrrol-5(1H)-yl)pyrido[4,3-b]pyrazine (47 mg, 0.17 mmol), 4-morpholinophenylboronic acid (105 mg, 0.51 mmol), and PdCl2(dppf) (10 mg), Cs2CO3 (130 mg, 0.51 mmol) in dioxane (5 mL) was sealed in a microwave reaction cube, stirred at 180° C. for 60 minutes in a microwave reactor, cooled to ambient temperature, concentrated under reduced pressure, and the residue was purified by chromatography to give the title compound. MS (m/z): 403 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-8d63c4ea98244ab6add05a9264af3efe
Source noteuspto-grants-2016_09