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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191994Generated: November 2, 2026

2-Chlorobenzimidazole → N-(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

https://huagongshe.com/reaction/2191994

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzimidazoleHCID 78572—
Reactant4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)anilineHCID 59351170—
SolventIsopropanolHCID 3776—
ProductN-(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amineHCID 59351222—

Reaction Conditions

Temperature170 °C

Reaction Steps

A glass microwave reaction vessel was charged with 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline (0.1536 g, 0.566 mmol) and 2-chlorobenzimidazole (0.095 g, 0.623 mmol) in IPA. The reaction mixture was stirred and heated in a Biotage Initiator microwave reactor at 170° C. for 30 min. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column (40S), eluting with a gradient of 1% to 5% MeOH in DCM, to provide N-(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine. MS (ESI, pos. ion) m/z: 388.0 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329700B2
Source datasetuspto-grants-2012_12
ORD IDord-4f7046e89a91466f833039fdcc8577ed
Source noteuspto-grants-2012_12