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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555857Generated: October 26, 2026

Cesium carbonate → HCID 59351177, compound

https://huagongshe.com/reaction/555857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanoneHCID 59326874—
Reactant2-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazineHCID 59351135—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 59351177HCID 59351177—

Reaction Steps

A solution of (1H-benzo[d]imidazol-2-yl)(4-hydroxyphenyl)methanone (0.543 g, 2.278 mmol),2-fluoro-3-(4-fluorotetrahydro-2H-pyran-4-yl)pyrazine (0.304 g, 1.519 mmol), cesium carbonate (0.990 g, 3.04 mmol), and N-Methyl-2-pyrrolidinone (3.04 mL) in a sealed tube was heated to 100° C. overnight. Aqueous work up with DCM and washing with alternating water and brine washes. The organic layer was rotovapped and loaded onto a Biotage samplet. Purification by Biotage (0-100% EtOAc/hexane, slow gradient, over 12 CV). The product containing fractions were concentrated by rotovap. The residue was further purified by trituration with EtOH at room temperature overnight to produce product. MS (ESI, pos. ion) m/z: 419.1 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053438B2
Source datasetuspto-grants-2011_11
ORD IDord-0c1cda48896e4f90b476710afc1d57d0
Source noteuspto-grants-2011_11